Welcome to LookChem.com Sign In|Join Free

CAS

  • or

617-35-6

Post Buying Request

617-35-6 Suppliers

Recommended suppliersmore

  • Product
  • FOB Price
  • Min.Order
  • Supply Ability
  • Supplier
  • Contact Supplier
  • High Quality 99% 617-35-6 Ethyl 2-oxopropionate; Ethyl pyruvate,(Pyruvic acid ethyl ester); Pyruvic acid ethyl ester; Brenztraubensaeure-ethylester Manufacturer

    Cas No: 617-35-6

  • USD $ 0.1-0.1 / Gram

  • 1 Gram

  • 100 Metric Ton/Year

  • Xi'an Xszo Chem Co., Ltd.
  • Contact Supplier

617-35-6 Usage

Product description

Ethyl pyruvate has its formula be CH3COCOOC2H5. It is also known as 2-oxo-propionic acid ethyl ester. It is as a colorless transparent liquid at room temperature with fresh, sweet floral aroma. It can be applied to the formulation of flavors of apples, citrus, chocolate, etc. It is an extremely important intermediate of organic synthesis with wide applications in pharmaceutical (synthetic drugs of thiophene), pesticides (herbicides of DuPont company, thiophene-class fungicide), food (can be used as a preservative, antiseptic agent, etc.), cosmetics and other industries. Ethyl Pyruvate has excellent efficacy in inhibiting the formation of tyramine enzyme in the epidermis. Therefore, it is possible to prevent the formation of melanin in the skin and has skin whitening effect. It can also serve as an effective active ingredient for being supplemented into the air freshener, and can effectively clear the ammonia and methyl mercaptan in the air with fresh and clean smells. Ethyl pyruvate also has excellent performance in constituting the heterocyclic compound and is indispensable raw material and intermediate in the synthesis of pesticides. It is widely used for the synthetic fungicides and herbicides. The oxazolone derivative synthesized from ethyl pyruvate is also an excellent fungicide and can effectively inhibit and kill the fungus at a concentration of 5.0 × 10-4. Pyruvate is the main raw material for the production of tryptophan, phenylalanine, carbohydrate, protein and vitamin B. It is also the raw materials for biologic synthesis of L-dopamine (dopamine can be applied to the treatment of Parkinson's disease) and is the initiator of ethylene polymers as well as the raw material for preparation of grains protective agent. Starting from pyruvate, people are able to synthesize an efficient herbicide. This herbicide has an excellent selectivity with good efficacy in killing weeds such as sedge and green foxtail weeds while is safe to the crops. As feed and food additives, it has good preservative function and is currently used to store feed and wine in small amount. Ethyl pyruvate itself has a special flavor and can be applied to flavors, fragrances, and is also an important raw material for synthetic resins and plastic materials. Pyruvic acid esters can also be used as a special solvent for being applied to electronic materials. For the application of this area, the foreign demand is increasing rapidly. The above information is edited by the lookchem of Dai Xiongfeng.

Limited use

(mg/kg): 50 Beverage; cold 20~150; candy 35; 40 bakery products. It is limited to an appropriate amount (FDA, §172.515, b2001).

Chemical Properties

Different sources of media describe the Chemical Properties of 617-35-6 differently. You can refer to the following data:
1. Methyl pyruvate is a yellow transparent liquid, [CAS 600-22-6] b.p.134~137 ℃, n20D 1.4040, relative density 1.130, it is soluble in alcohols, ketones and other organic solvents. Ethyl pyruvate is a yellow transparent liquid with the b. p. being 144 ℃, n20D being 1.4050 and the relative density being 1.060; it is also soluble in organic solvents.
2. clear pale yellow liquid
3. Ethyl pyruvate has a vegetable, caramel odor.

Uses

Different sources of media describe the Uses of 617-35-6 differently. You can refer to the following data:
1. It can be used in the manufacture of pharmaceutical pindolol and pesticides thiabendazole. At the same time, it is an important intermediate of pharmaceutical and chemical industry. It is widely applied to various kinds of industries including medicine, pesticides, flavors and fragrances, food additives, air fresheners, fine chemicals and other industries. It can be used in the synthesis of cardiovascular drugs like expansion agent; it can also be applied to cosmetic of skin whitening and nutrition and can promote the healing of the wound, prevention and treatment of skin disease characterized by cracking, spalling and squamous metaplasia; it can be used as the high-efficiency active ingredients in the air fresheners and can effectively eliminate the ammonia and methyl mercaptan in the air; because itself has a special flavor, it can be applied to flavors, fragrance; it is also an important raw material for synthetic resins and plastics.
2. Ethyl pyruvate is used as a flavoring agent in food and anti-inflammatory agent for the treatment of critical inflammatory conditions. It is used in the treatment of critical illnesses such as severe sepsis, acute respiratory distress syndrome, burn injury, acute pancreatitis and stroke. It plays an important role in cardiac function after coronary ischemia and reperfusion.
3. Ethyl pyruvate (EP) has demonstrated neuroprotective effects against acute brain injury through its anti-inflammatory action.
4. Ethyl pyruvate can undergo asymmetric Henry reaction with nitromethane to form α-hydroxy β-nitro esters. It can be used as the model compound for α-ketoesters to study the mechanism of enantioselective hydrogenation reactions.

Production method

There are several methods for its preparation. Gas-phase oxidation of ethyl lactate Gas-phase oxidation of ethyl lactate is conducted in the presence of a catalyst with MoO3 catalyst exhibiting a higher selectivity than other kinds of metal oxides. In addition, binary oxide catalysts containing molybdenum oxide such as Fe2O3-MoO3 and TeO2-MoO3 also have a high selectivity on synthesis pyruvate ester (temperature 300 ℃, selectivity is higher than 90%), if using SnO2-MoO3 as the catalysts, it can be carried out at a relatively low temperature (for example, 250 ℃). SnO2-MoO3 catalysts can also be used as the catalyst of lactate liquid-phase oxidation with the reaction temperature being 130 ℃ and the reaction time being 3h. The conversion rate of ethyl lactate was 38.4% and the selectivity is 98.9% which produces ethyl pyruvate. Liquid phase oxidation of ethyl lactate Ethyl lactate is subject to liquid-phase oxidation in the presence of a small amount of bromine as the catalyst. Use H2O2 as the oxidant for performing the oxidation reaction, for example, 50% H2O2 was stirring added drop wise to a dichloromethane solution of ethyl lactate and the bromine upon sunshine. The reaction temperature is maintained at 25 ℃ and the addition time of H2O2 is controlled at about 1.5 h and the reaction was continued for 3 h after the completion of the dropping. The solution was neutralized with NaHCO3 and washed with Na2SO3 solution; destroy and remove the peroxide ethyl lactate, peroxide and then obtain the ethyl pyruvate through concentration and distillation under reduced pressure. The oxidation of acrylate Use H2O2 to oxidize the acrylate to generate pyruvate ester in the presence of Cr or V compound as the catalyst. For example, to make isopropyl acrylate, in the presence of chromium triacetylacetate as the catalyst, add H2O2 with stirring to the acetonitrile solvent; the reaction temperature is maintained at 50 ℃ with 8 h obtaining isopropyl acrylate with the selectivity being 99.1% and the conversion rate being 87.9%. Another example is that, methyl acrylate, in the presence of chromium triacetylacetate or chromic acid, is added of triethylamine for reaction of 20h with the temperature 40 ℃, the selectivity 72% and the conversion rate of 82% to give methyl pyruvate. In addition, methylglyoxal and methanol can be subject to gas phase reaction in the presence of nickel phosphate catalyst to obtain methyl pyruvate.

Occurrence

Reported found in Parmesan cheese, cognac, grape wines, cocoa and mushrooms.

Preparation

By direct esterification of pyruvic acid with absolute ethyl alcohol at the boil and subsequent vacuum distillation; by esterification via oxidation of vapors of ethyl lactate in the presence of V2O5 at 155°C

Taste threshold values

Taste characteristics at 60 ppm: sweet, rum-like with a fruity ethereal nuance.

Synthesis Reference(s)

Tetrahedron Letters, 34, p. 7191, 1993 DOI: 10.1016/S0040-4039(00)79284-7

General Description

Ethyl pyruvate is a volatile aliphatic ester of the pyruvate metabolite. It is present as a food additive/odor-active component in various food and beverage products. It is also used as an inhibitory odorant to repel the insects from human proximity.

Purification Methods

Shake the ester with 10mL portions of saturated aqueous CaCl2 solution (removes ethyl acetate) and the organic layer is removed by centrifugation, decantation and filtration, and is distilled under reduced pressure. Purification of small quantities is carried out via the bisulfite adduct: the ester (2.2mL) is shaken with saturated NaHSO3 (3.6mL), chilled in a freezing mixture when crystals separate rapidly (particularly if seeded). After 5minutes EtOH (10mL) is added and the crystals are filtered off, washed with EtOH and Et2O and dried. Yield ca 3g of bisulfite adduct. Then treat the adduct (16g) with saturated aqueous MgSO4 (32mL) and 40% formaldehyde (5mL) and shake, whereby the ester separates as an oil which is extracted with Et2O. The extract is dried (MgSO4), filtered, evaporated and the residue is distilled (b 56o/20mm), and then redistilled (b 147.5o/750mm) to give 5.5g of pure ester. [Cornforth Org Synth Coll Vol IV 467 1963, Beilstein 3 IV 1513.]

Check Digit Verification of cas no

The CAS Registry Mumber 617-35-6 includes 6 digits separated into 3 groups by hyphens. The first part of the number,starting from the left, has 3 digits, 6,1 and 7 respectively; the second part has 2 digits, 3 and 5 respectively.
Calculate Digit Verification of CAS Registry Number 617-35:
(5*6)+(4*1)+(3*7)+(2*3)+(1*5)=66
66 % 10 = 6
So 617-35-6 is a valid CAS Registry Number.
InChI:InChI=1/C5H8O3/c1-3-8-5(7)4(2)6/h3H2,1-2H3

617-35-6 Well-known Company Product Price

  • Brand
  • (Code)Product description
  • CAS number
  • Packaging
  • Price
  • Detail
  • Alfa Aesar

  • (A15045)  Ethyl pyruvate, 98%   

  • 617-35-6

  • 50g

  • 422.0CNY

  • Detail
  • Alfa Aesar

  • (A15045)  Ethyl pyruvate, 98%   

  • 617-35-6

  • 250g

  • 1683.0CNY

  • Detail
  • Alfa Aesar

  • (A15045)  Ethyl pyruvate, 98%   

  • 617-35-6

  • 500g

  • 1814.0CNY

  • Detail

617-35-6SDS

SAFETY DATA SHEETS

According to Globally Harmonized System of Classification and Labelling of Chemicals (GHS) - Sixth revised edition

Version: 1.0

Creation Date: Aug 12, 2017

Revision Date: Aug 12, 2017

1.Identification

1.1 GHS Product identifier

Product name Ethyl pyruvate

1.2 Other means of identification

Product number -
Other names Propanoic acid, 2-oxo-, ethyl ester

1.3 Recommended use of the chemical and restrictions on use

Identified uses For industry use only. Food additives -> Flavoring Agents
Uses advised against no data available

1.4 Supplier's details

1.5 Emergency phone number

Emergency phone number -
Service hours Monday to Friday, 9am-5pm (Standard time zone: UTC/GMT +8 hours).

More Details:617-35-6 SDS

617-35-6Synthetic route

ethyl 2-hydroxypropionate
97-64-3, 2676-33-7

ethyl 2-hydroxypropionate

2-oxo-propionic acid ethyl ester
617-35-6

2-oxo-propionic acid ethyl ester

Conditions
ConditionsYield
With dihydrogen peroxide at 50℃; for 7h; Catalytic behavior; Kinetics; Reagent/catalyst; Temperature; Heating;98.6%
With hydrogenchloride; zinc(II) nitrate; hydroxylamine hydrochloride; oxygen; copper(II) nitrate; sodium hydroxide at 100℃; under 75.0075 Torr; for 8h; Reagent/catalyst; Pressure; Temperature; Molecular sieve; Autoclave; Green chemistry;97.7%
With hydrogenchloride; sodium hypobromide In dichloromethane; water at 25℃; for 5h;92%
ethyl acetoacetate
141-97-9

ethyl acetoacetate

2-oxo-propionic acid ethyl ester
617-35-6

2-oxo-propionic acid ethyl ester

Conditions
ConditionsYield
With aluminum (III) chloride; Oxone In water at 20℃; for 0.166667h;98%
ethyl 2-chloro-3-oxo-butyrate
609-15-4

ethyl 2-chloro-3-oxo-butyrate

2-oxo-propionic acid ethyl ester
617-35-6

2-oxo-propionic acid ethyl ester

Conditions
ConditionsYield
With aluminum (III) chloride; Oxone In water at 20℃; for 3h;98%
2-methyl-1,3-dithiolane-2-carboxylic acid ethyl ester
76339-59-8

2-methyl-1,3-dithiolane-2-carboxylic acid ethyl ester

2-oxo-propionic acid ethyl ester
617-35-6

2-oxo-propionic acid ethyl ester

Conditions
ConditionsYield
With trichloroisocyanuric acid; silver nitrate In water; acetonitrile Ambient temperature;95%
With fluorosulfonylchloride In diethyl ether; water Ambient temperature;73%
With t-butyl bromide; dimethyl sulfoxide at 70 - 75℃; for 24h;57%
ethanol
64-17-5

ethanol

2-oxo-propionic acid
127-17-3

2-oxo-propionic acid

2-oxo-propionic acid ethyl ester
617-35-6

2-oxo-propionic acid ethyl ester

Conditions
ConditionsYield
Stage #1: 2-oxo-propionic acid With oxalyl dichloride In dichloromethane for 4h; Reflux;
Stage #2: ethanol at 20℃;
92.8%
With tetrachloromethane
With benzene
methyl 2-hydroxy-3-phenylpropanoate
13674-16-3

methyl 2-hydroxy-3-phenylpropanoate

2-oxo-propionic acid ethyl ester
617-35-6

2-oxo-propionic acid ethyl ester

Conditions
ConditionsYield
With VPO/Al2O3 catalyst In dimethyl sulfoxide at 100℃; under 7500.75 Torr; for 4h;90.2%
n-butyl lactate
138-22-7

n-butyl lactate

2-oxo-propionic acid ethyl ester
617-35-6

2-oxo-propionic acid ethyl ester

Conditions
ConditionsYield
With oxalic acid diethyl ester at 130℃; under 760.051 Torr; for 5h; Reagent/catalyst; Temperature;90.2%
benzyl lactate
2051-96-9

benzyl lactate

2-oxo-propionic acid ethyl ester
617-35-6

2-oxo-propionic acid ethyl ester

Conditions
ConditionsYield
With Diethyl glutarate at 120℃; under 15001.5 Torr; for 2h;90.1%
methyl lactate
547-64-8

methyl lactate

2-oxo-propionic acid ethyl ester
617-35-6

2-oxo-propionic acid ethyl ester

Conditions
ConditionsYield
In N,N-dimethyl-formamide at 130℃; under 760.051 Torr; for 6h;87.8%
ethyl acrylate
140-88-5

ethyl acrylate

2-oxo-propionic acid ethyl ester
617-35-6

2-oxo-propionic acid ethyl ester

Conditions
ConditionsYield
With tert.-butylhydroperoxide; C21H19N5Pd(2+)*2BF4(1-) In decane; acetonitrile at 70℃; for 24h; Temperature; Wacker Oxidation;85%
ethyl 2-hydroxypropionate
97-64-3, 2676-33-7

ethyl 2-hydroxypropionate

sodium sulfite
7757-83-7

sodium sulfite

2-oxo-propionic acid ethyl ester
617-35-6

2-oxo-propionic acid ethyl ester

Conditions
ConditionsYield
With dihydrogen peroxide; bromine In dichloromethane; water80.2%
methylmagnesium bromide
75-16-1

methylmagnesium bromide

ethyl 3,5-dimethyl-1-pyrazolylglyoxylate
220332-87-6

ethyl 3,5-dimethyl-1-pyrazolylglyoxylate

2-oxo-propionic acid ethyl ester
617-35-6

2-oxo-propionic acid ethyl ester

Conditions
ConditionsYield
In diethyl ether at -90℃; for 1h;69%
2-Benzenesulfonyl-2-methylsulfanyl-propionic acid ethyl ester
190672-16-3

2-Benzenesulfonyl-2-methylsulfanyl-propionic acid ethyl ester

2-oxo-propionic acid ethyl ester
617-35-6

2-oxo-propionic acid ethyl ester

Conditions
ConditionsYield
at 150℃; under 7 Torr;68%
1-ethoxy-1-propyne
14273-06-4

1-ethoxy-1-propyne

2-oxo-propionic acid ethyl ester
617-35-6

2-oxo-propionic acid ethyl ester

Conditions
ConditionsYield
With iodosylbenzene; tris(triphenylphosphine)ruthenium(II) chloride In dichloromethane for 0.25h; Ambient temperature;67%
ethyl (triphenylphosphoranylidene)acetate
1099-45-2

ethyl (triphenylphosphoranylidene)acetate

methyl iodide
74-88-4

methyl iodide

2-oxo-propionic acid ethyl ester
617-35-6

2-oxo-propionic acid ethyl ester

Conditions
ConditionsYield
Stage #1: ethyl (triphenylphosphoranylidene)acetate; methyl iodide With sodium hydroxide In dichloromethane at -60℃;
Stage #2: With dimethylsulfide; ozone
65%
Diethyl tartrate
408332-88-7

Diethyl tartrate

2-oxo-propionic acid ethyl ester
617-35-6

2-oxo-propionic acid ethyl ester

Conditions
ConditionsYield
With potassium pyrosulfate; water; silica gel In benzene at 300℃; other compounds with glycol moieties; var. catalysts; var. temperatures;60%
Ac-Gly-Ala-OEt

Ac-Gly-Ala-OEt

A

2-oxo-propionic acid ethyl ester
617-35-6

2-oxo-propionic acid ethyl ester

B

Ac-NHCOCO-Ala-OEt

Ac-NHCOCO-Ala-OEt

Conditions
ConditionsYield
With peracetic acid; ruthenium trichloride In acetic acid; ethyl acetate at 20℃; for 4h;A 8 % Chromat.
B 60%
(S)-Ethyl lactate
687-47-8

(S)-Ethyl lactate

2-oxo-propionic acid ethyl ester
617-35-6

2-oxo-propionic acid ethyl ester

Conditions
ConditionsYield
With 3-Methylpyridine; oxygen; succinic acid diethyl ester at 130℃; under 760.051 Torr; for 4h; Catalytic behavior; Kinetics; Reagent/catalyst;54%
With oxygen at 180℃; for 2h; Catalytic behavior; Activation energy; Mechanism; Reagent/catalyst; Temperature;37.4 %Chromat.
ethyl 2-hydroxypropionate
97-64-3, 2676-33-7

ethyl 2-hydroxypropionate

A

2-oxo-propionic acid ethyl ester
617-35-6

2-oxo-propionic acid ethyl ester

B

Ph3Sb 26 percent

Ph3Sb 26 percent

Conditions
ConditionsYield
With triphenylantimony dibromide; 1,8-diazabicyclo[5.4.0]undec-7-ene In dichloromethane for 24h; Ambient temperature;A 46%
B n/a
bis(triphenylphosphoranilydene)ammonium ethyl oxalyl tetracarbonyl iron

bis(triphenylphosphoranilydene)ammonium ethyl oxalyl tetracarbonyl iron

methyltrifluoro methanesulfonate

methyltrifluoro methanesulfonate

A

2-oxo-propionic acid ethyl ester
617-35-6

2-oxo-propionic acid ethyl ester

B

(CO)4Fe(CH3)COCOOC2H5

(CO)4Fe(CH3)COCOOC2H5

cis-(CO)4Fe(COCH3)COOC2H5

cis-(CO)4Fe(COCH3)COOC2H5

trans-(CO)4Fe(COCH3)COOC2H5

trans-(CO)4Fe(COCH3)COOC2H5

Conditions
ConditionsYield
In dichloromethane-d2 -45°C, 6 h; monitored by (1)H- and (13)C-NMR;A <1
B 15%
C <1
D <1
pyridine
110-86-1

pyridine

tetrachloromethane
56-23-5

tetrachloromethane

N-Bromosuccinimide
128-08-5

N-Bromosuccinimide

ethyl 2-hydroxypropionate
97-64-3, 2676-33-7

ethyl 2-hydroxypropionate

2-oxo-propionic acid ethyl ester
617-35-6

2-oxo-propionic acid ethyl ester

tetrachloromethane
56-23-5

tetrachloromethane

N-Bromosuccinimide
128-08-5

N-Bromosuccinimide

ethyl 2-hydroxypropionate
97-64-3, 2676-33-7

ethyl 2-hydroxypropionate

A

2-oxo-propionic acid ethyl ester
617-35-6

2-oxo-propionic acid ethyl ester

B

ethyl Bromopyruvate
70-23-5

ethyl Bromopyruvate

tetrachloromethane
56-23-5

tetrachloromethane

N-Bromosuccinimide
128-08-5

N-Bromosuccinimide

methylglyoxal diethyl acetal
5774-26-5

methylglyoxal diethyl acetal

2-oxo-propionic acid ethyl ester
617-35-6

2-oxo-propionic acid ethyl ester

methylglyoxal diethyl acetal
5774-26-5

methylglyoxal diethyl acetal

2-oxo-propionic acid ethyl ester
617-35-6

2-oxo-propionic acid ethyl ester

Conditions
ConditionsYield
With tetrachloromethane; N-Bromosuccinimide
ethoxy-2-propanone
14869-34-2

ethoxy-2-propanone

2-oxo-propionic acid ethyl ester
617-35-6

2-oxo-propionic acid ethyl ester

Conditions
ConditionsYield
With manganese(II) nitrate; oxygen; acetic acid at 70 - 75℃;
2-trityloxy-propionic acid ethyl ester
123077-62-3

2-trityloxy-propionic acid ethyl ester

A

2-oxo-propionic acid ethyl ester
617-35-6

2-oxo-propionic acid ethyl ester

B

triphenylmethane
519-73-3

triphenylmethane

Conditions
ConditionsYield
at 300℃;
diethyl meso-2,5-dibromoadipate
54221-37-3

diethyl meso-2,5-dibromoadipate

diethylamine
109-89-7

diethylamine

benzene
71-43-2

benzene

A

2-oxo-propionic acid ethyl ester
617-35-6

2-oxo-propionic acid ethyl ester

B

ethyl 3-(diethylamino)propionate
5515-83-3

ethyl 3-(diethylamino)propionate

diethyl oxaloacetate
108-56-5

diethyl oxaloacetate

2-oxo-propionic acid ethyl ester
617-35-6

2-oxo-propionic acid ethyl ester

Conditions
ConditionsYield
rasche Destillation;
With 2-(di(2-hydroxyethyl)amino)ethanesulfonic acid; oxalide-4; sodium chloride In water at 24.84℃; pH=7; Enzyme kinetics; Further Variations:; Reagents;
2,3-dimethyl-pentenedioic acid diethyl ester

2,3-dimethyl-pentenedioic acid diethyl ester

methyl iodide
74-88-4

methyl iodide

A

2-oxo-propionic acid ethyl ester
617-35-6

2-oxo-propionic acid ethyl ester

B

2-acetylpropanoic acid ethyl ester
609-14-3

2-acetylpropanoic acid ethyl ester

C

oxalic acid
144-62-7

oxalic acid

D

ethyl acetoacetate
141-97-9

ethyl acetoacetate

Conditions
ConditionsYield
das Silbersalz reagiert,bei der Ozonspaltung des erhaltenen Produktes;
3-methyl-1,4-benzoxazin-2-one
7653-60-3

3-methyl-1,4-benzoxazin-2-one

ethanol
64-17-5

ethanol

A

2-oxo-propionic acid ethyl ester
617-35-6

2-oxo-propionic acid ethyl ester

B

2-aminophenol hydrochloride
51-19-4

2-aminophenol hydrochloride

Conditions
ConditionsYield
With hydrogenchloride for 0.25h; boiling water bath;
2-oxo-propionic acid ethyl ester
617-35-6

2-oxo-propionic acid ethyl ester

orthoformic acid triethyl ester
122-51-0

orthoformic acid triethyl ester

ethyl 2,2-diethoxypropionate
7476-20-2

ethyl 2,2-diethoxypropionate

Conditions
ConditionsYield
With sulfuric acid In ethanol100%
With sulfuric acid for 3h; Ambient temperature;98%
With sulfuric acid at 20℃; for 15h; Inert atmosphere;98%
2-oxo-propionic acid ethyl ester
617-35-6

2-oxo-propionic acid ethyl ester

ethyl (2E)-2-(hydroxyimino)propanoate
250602-55-2

ethyl (2E)-2-(hydroxyimino)propanoate

Conditions
ConditionsYield
With hydroxylamine hydrochloride; sodium acetate In methanol Reflux;100%
With hydroxylamine hydrochloride; sodium acetate In ethanol59%
With hydroxylamine hydrochloride
2-oxo-propionic acid ethyl ester
617-35-6

2-oxo-propionic acid ethyl ester

ethyl 2-hydroxypropionate
97-64-3, 2676-33-7

ethyl 2-hydroxypropionate

Conditions
ConditionsYield
With hydrogen at 20℃; under 15001.5 Torr; Reagent/catalyst;100%
With chloro(η6-p-cymene)(2-phenylbenzo[d]thiazole-κ-C,N)ruthenium(II); hydrogen In methanol; water at 80℃; under 3800.26 Torr; for 3h; Inert atmosphere; Schlenk technique; Autoclave;94%
With t-BuOSmI2; isopropyl alcohol In tetrahydrofuran at 65℃; for 24h; Product distribution;80%
2-oxo-propionic acid ethyl ester
617-35-6

2-oxo-propionic acid ethyl ester

1,2-diamino-benzene
95-54-5

1,2-diamino-benzene

3-methyl-2-oxo-1,2-dihydroquinoxaline
14003-34-0

3-methyl-2-oxo-1,2-dihydroquinoxaline

Conditions
ConditionsYield
In ethanol for 4h; Heating;100%
In ethanol at 20℃; for 4h;100%
In butan-1-ol for 1h; Reflux;97%
2-oxo-propionic acid ethyl ester
617-35-6

2-oxo-propionic acid ethyl ester

allyltributylstanane
24850-33-7

allyltributylstanane

Ethyl 2-Hydroxy-2-methyl-4-pentenoate
62696-37-1

Ethyl 2-Hydroxy-2-methyl-4-pentenoate

Conditions
ConditionsYield
With tin(ll) chloride In acetonitrile for 2h;100%
2-oxo-propionic acid ethyl ester
617-35-6

2-oxo-propionic acid ethyl ester

(1E)-3-{[tert-butyl(dimethyl)silyl]oxy}-N,N-dimethyl-1,3-butadien-1-amine
194233-66-4

(1E)-3-{[tert-butyl(dimethyl)silyl]oxy}-N,N-dimethyl-1,3-butadien-1-amine

(E)-ethyl 6-(dimethylamino)-2-hydroxy-2-methyl-4-oxohex-5-enoate
1321937-21-6

(E)-ethyl 6-(dimethylamino)-2-hydroxy-2-methyl-4-oxohex-5-enoate

Conditions
ConditionsYield
With water at 20℃; for 1h; Mukaiyama reaction;100%
2-oxo-propionic acid ethyl ester
617-35-6

2-oxo-propionic acid ethyl ester

(S)-Ethyl lactate
687-47-8

(S)-Ethyl lactate

Conditions
ConditionsYield
With hydrogen; Cinchonin In acetic acid at 25℃; under 7500.75 Torr; for 12h; Catalytic behavior; Pressure; Solvent; Time; Reagent/catalyst; enantioselective reaction;99.9%
In water keto reductase enzyme from bakers' yeast (YKER-I);79%
With Saccharomyces cerevisiae at 30℃; for 4h; pH=7; aq. buffer; optical yield given as %ee; enantioselective reaction;68%
2-oxo-propionic acid ethyl ester
617-35-6

2-oxo-propionic acid ethyl ester

ethyl 2,2-difluoropropanoate
28781-85-3

ethyl 2,2-difluoropropanoate

Conditions
ConditionsYield
With (bis-(2-methoxyethyl)amino)sulfur trufluoride at -15 - 30℃;99.4%
With sulfur tetrafluoride In hydrogen fluoride at 20℃; for 12h; steel autoclave;78%
With diethylamino-sulfur trifluoride at 60℃; for 4h;62.3%
2-oxo-propionic acid ethyl ester
617-35-6

2-oxo-propionic acid ethyl ester

N-methyl-2-(methylamino)benzamide
32212-33-2

N-methyl-2-(methylamino)benzamide

1,2,3,4-tetrahydro-1,2,3-trimethyl-4-oxoquinazoline-2-carboxylic acid ethyl ester
76562-81-7

1,2,3,4-tetrahydro-1,2,3-trimethyl-4-oxoquinazoline-2-carboxylic acid ethyl ester

Conditions
ConditionsYield
With hydrogenchloride In ethanol for 53h; Heating;99%
2-oxo-propionic acid ethyl ester
617-35-6

2-oxo-propionic acid ethyl ester

2-Bromo-4'-methoxyacetophenone
2632-13-5

2-Bromo-4'-methoxyacetophenone

2-Hydroxy-4-(4-methoxy-phenyl)-2-methyl-4-oxo-butyric acid ethyl ester

2-Hydroxy-4-(4-methoxy-phenyl)-2-methyl-4-oxo-butyric acid ethyl ester

Conditions
ConditionsYield
With samarium diiodide In tetrahydrofuran Ambient temperature;99%
2-oxo-propionic acid ethyl ester
617-35-6

2-oxo-propionic acid ethyl ester

diethyl 2-ethoxycarbonyl-3-methylbutadienoate
30313-07-6

diethyl 2-ethoxycarbonyl-3-methylbutadienoate

acetic anhydride
108-24-7

acetic anhydride

2-Acetoxy-3,3-bis-ethylsulfanylcarbonyl-2-methyl-propionic acid ethyl ester
191918-00-0

2-Acetoxy-3,3-bis-ethylsulfanylcarbonyl-2-methyl-propionic acid ethyl ester

Conditions
ConditionsYield
With zinc(II) chloride at 100℃;99%
2-oxo-propionic acid ethyl ester
617-35-6

2-oxo-propionic acid ethyl ester

nitromethane
75-52-5

nitromethane

(-)-2-hydroxy-2-methyl-3-nitro-propionic acid ethyl ester

(-)-2-hydroxy-2-methyl-3-nitro-propionic acid ethyl ester

Conditions
ConditionsYield
With N-ethyl-N,N-diisopropylamine; (CuOTf)2*C7H8 In tetrahydrofuran at -45℃; for 24h; Henry reaction;99%
2-oxo-propionic acid ethyl ester
617-35-6

2-oxo-propionic acid ethyl ester

dimethyl 2,2-di(but-2-yn-1-yl)malonate
107428-05-7

dimethyl 2,2-di(but-2-yn-1-yl)malonate

3-acetyl-4-(2-ethoxycarbonyl-1-methylpropenyl)cyclopent-3-ene-1,1-dicarboxylic acid dimethyl ester

3-acetyl-4-(2-ethoxycarbonyl-1-methylpropenyl)cyclopent-3-ene-1,1-dicarboxylic acid dimethyl ester

Conditions
ConditionsYield
With bis(1,5-cyclooctadiene)rhodium(I) tetrafluoroborate; 2,2'-bis(diphenylphosphino)-5,5',6,6',7,7',8,8'-octahydro-1,1'-binaphthyl; hydrogen In dichloromethane at 20℃; for 3h; Inert atmosphere; optical yield given as %de;99%
2-oxo-propionic acid ethyl ester
617-35-6

2-oxo-propionic acid ethyl ester

(2-bromo-4-nitro-phenyl)-hydrazine
72790-96-6

(2-bromo-4-nitro-phenyl)-hydrazine

2-[(2-bromo-4-nitro-phenyl)-hydrazono]-propionic acid ethyl ester
1391602-17-7

2-[(2-bromo-4-nitro-phenyl)-hydrazono]-propionic acid ethyl ester

Conditions
ConditionsYield
In 1,4-dioxane at 20℃; for 2h;99%
In 1,4-dioxane at 20℃; for 2h;94%
In 1,4-dioxane at 20℃; for 0.5h;71%
In 1,4-dioxane at 20℃; for 0.5h;71%
2-oxo-propionic acid ethyl ester
617-35-6

2-oxo-propionic acid ethyl ester

(2-methyl-4-nitro-phenyl)-hydrazine
77484-08-3

(2-methyl-4-nitro-phenyl)-hydrazine

2-<4-Nitro-2-methyl-phenylhydrazono>-propionsaeure-ethylester
93185-75-2

2-<4-Nitro-2-methyl-phenylhydrazono>-propionsaeure-ethylester

Conditions
ConditionsYield
In 1,4-dioxane at 20℃; for 1h;99%
In 1,4-dioxane at 20℃; for 1h;12.1 g
2-oxo-propionic acid ethyl ester
617-35-6

2-oxo-propionic acid ethyl ester

pyruvamide
631-66-3

pyruvamide

Conditions
ConditionsYield
With ammonia In methanol at 0℃; for 0.5h; Solvent;98.3%
2-oxo-propionic acid ethyl ester
617-35-6

2-oxo-propionic acid ethyl ester

ethyl pyruvate oxime
120586-56-3, 20591-87-1

ethyl pyruvate oxime

Conditions
ConditionsYield
With hydroxylamine In ethanol; water at 23℃; for 12h; Inert atmosphere;98%
With hydroxylamine hydrochloride In water at 20℃; for 4h;88.6%
With hydroxylamine hydrochloride; sodium acetate In ethanol; water at 20℃; for 3h;84%
2-oxo-propionic acid ethyl ester
617-35-6

2-oxo-propionic acid ethyl ester

1-hydrazino-5,6,7,8-tetrahydronaphthalene
85790-17-6

1-hydrazino-5,6,7,8-tetrahydronaphthalene

2-[(5,6,7,8-Tetrahydro-naphthalen-1-yl)-hydrazono]-propionic acid ethyl ester
110595-85-2

2-[(5,6,7,8-Tetrahydro-naphthalen-1-yl)-hydrazono]-propionic acid ethyl ester

Conditions
ConditionsYield
With potassium acetate In water at 40℃; for 1h;98%
2-oxo-propionic acid ethyl ester
617-35-6

2-oxo-propionic acid ethyl ester

cyclopropyl(4-fluorophenyl)methanone
772-31-6

cyclopropyl(4-fluorophenyl)methanone

4-(4-fluorobenzoyl)-3-methyl-5,6-dihydropyran-2-one

4-(4-fluorobenzoyl)-3-methyl-5,6-dihydropyran-2-one

Conditions
ConditionsYield
With trimethylsilyl trifluoromethanesulfonate In 1,2-dichloro-ethane at 60℃; for 10h;98%
2-oxo-propionic acid ethyl ester
617-35-6

2-oxo-propionic acid ethyl ester

(2,4-dichlorophenyl)hydrazine
13123-92-7

(2,4-dichlorophenyl)hydrazine

ethyl 2-(2-(2,4-dichlorophenyl)hydrazono)propanoate
4792-68-1

ethyl 2-(2-(2,4-dichlorophenyl)hydrazono)propanoate

Conditions
ConditionsYield
With triethylamine In ethanol; chloroform98%
With triethylamine In ethanol98%
In ethanol; acetic acid17.0 g (83%)
With acetic acid In methanol
With trifluoroacetic acid In water at 20℃;
2-oxo-propionic acid ethyl ester
617-35-6

2-oxo-propionic acid ethyl ester

4-chloro-aniline
106-47-8

4-chloro-aniline

diethyl 6‐chloro‐2‐methyl‐1,2‐dihydroquinoline‐2,4‐dicarboxylate
1310688-84-6

diethyl 6‐chloro‐2‐methyl‐1,2‐dihydroquinoline‐2,4‐dicarboxylate

Conditions
ConditionsYield
With TiO2 nanoparticles In neat (no solvent) at 80℃; for 0.5h; Catalytic behavior; Green chemistry;98%
With iodine In acetonitrile at 50℃; for 16h; Temperature; Solvent; Reagent/catalyst;97%
With 3-(1,1-dioxido-4-(3-(3-(3-sulfopropyl)-1H-imidazol-3-ium-1-yl)propyl)thiomorpholino-4-ium)propane-1-sulfonate trifluoromethanesulfonate In acetic acid butyl ester at 80℃; for 3h; Reagent/catalyst; Solvent; Temperature; Time; Green chemistry;96%
With nitric acid In water; acetonitrile at 80℃; for 12h; Inert atmosphere;80%
With N-chloro-succinimide; O,O-bis(3,3,4,4,5,5,6,6,7,7,8,8,8-tridecafluorooctyl) hydrazine-1,2-bis(carbothioate) In acetonitrile at 60℃; Green chemistry;74%
2-oxo-propionic acid ethyl ester
617-35-6

2-oxo-propionic acid ethyl ester

4-bromo-aniline
106-40-1

4-bromo-aniline

diethyl 6‐bromo‐2‐methyl‐1,2‐dihydroquinoline‐2,4‐dicarboxylate
1574699-77-6

diethyl 6‐bromo‐2‐methyl‐1,2‐dihydroquinoline‐2,4‐dicarboxylate

Conditions
ConditionsYield
With iodine In acetonitrile at 50℃; for 19h;98%
With TiO2 nanoparticles In neat (no solvent) at 80℃; for 0.75h; Green chemistry;98%
With 3-(1,1-dioxido-4-(3-(3-(3-sulfopropyl)-1H-imidazol-3-ium-1-yl)propyl)thiomorpholino-4-ium)propane-1-sulfonate trifluoromethanesulfonate In acetic acid butyl ester at 80℃; for 3h; Green chemistry;96%
2-oxo-propionic acid ethyl ester
617-35-6

2-oxo-propionic acid ethyl ester

p-toluidine
106-49-0

p-toluidine

diethyl 2,6‐dimethyl‐1,2‐dihydroquinoline‐2,4‐dicarboxylate
1574699-83-4

diethyl 2,6‐dimethyl‐1,2‐dihydroquinoline‐2,4‐dicarboxylate

Conditions
ConditionsYield
With iodine In acetonitrile at 50℃; for 12h;98%
With TiO2 nanoparticles In neat (no solvent) at 80℃; for 1h; Green chemistry;98%
With bis(cyclopentadienyl)titanium dichloride; 4-sulfophthalic acid In water at 60℃; for 6h; Reagent/catalyst; Schlenk technique;90%
With 3-(1,1-dioxido-4-(3-(3-(3-sulfopropyl)-1H-imidazol-3-ium-1-yl)propyl)thiomorpholino-4-ium)propane-1-sulfonate trifluoromethanesulfonate In acetic acid butyl ester at 80℃; for 3h; Green chemistry;85%
2-oxo-propionic acid ethyl ester
617-35-6

2-oxo-propionic acid ethyl ester

4-nitro-aniline
100-01-6

4-nitro-aniline

diethyl 2‐methyl‐6‐nitro‐1,2‐dihydroquinoline‐2,4‐dicarboxylate
1574699-89-0

diethyl 2‐methyl‐6‐nitro‐1,2‐dihydroquinoline‐2,4‐dicarboxylate

Conditions
ConditionsYield
With TiO2 nanoparticles In neat (no solvent) at 80℃; for 1h; Green chemistry;98%
With iodine In acetonitrile at 80℃; for 16h; Temperature;97%
With 3-(1,1-dioxido-4-(3-(3-(3-sulfopropyl)-1H-imidazol-3-ium-1-yl)propyl)thiomorpholino-4-ium)propane-1-sulfonate trifluoromethanesulfonate In acetic acid butyl ester at 80℃; for 3h; Green chemistry;87%
2-oxo-propionic acid ethyl ester
617-35-6

2-oxo-propionic acid ethyl ester

4-chlorophenylhydrazine hydrochloride
1073-70-7

4-chlorophenylhydrazine hydrochloride

2-[(4-chlorophenyl)-hydrazono]-propionic acid ethyl ester
5296-86-6

2-[(4-chlorophenyl)-hydrazono]-propionic acid ethyl ester

Conditions
ConditionsYield
Stage #1: 4-chlorophenylhydrazine hydrochloride In ethanol at 50℃; for 1h; Inert atmosphere;
Stage #2: 2-oxo-propionic acid ethyl ester In ethanol at 20 - 50℃; for 4h; Inert atmosphere;
98%
In ethanol; water at 80℃; for 3h; Fischer Indole Synthesis; Green chemistry;91%
In ethanol Reflux;
2-oxo-propionic acid ethyl ester
617-35-6

2-oxo-propionic acid ethyl ester

1-Amino-2-methylaminobenzimidazole
107879-46-9

1-Amino-2-methylaminobenzimidazole

1,2-dimethyl-1,2,4-triazino<2,3-a>benzimidazol-(4H)-3-one
120341-08-4

1,2-dimethyl-1,2,4-triazino<2,3-a>benzimidazol-(4H)-3-one

Conditions
ConditionsYield
In acetic acid for 3h; Heating;97%
2-oxo-propionic acid ethyl ester
617-35-6

2-oxo-propionic acid ethyl ester

4,4'-dihydrazinodiphenyl sulfone
14052-65-4

4,4'-dihydrazinodiphenyl sulfone

ethyl pyruvate 4,4'-dihydrazonodiphenyl sulfone
77474-56-7

ethyl pyruvate 4,4'-dihydrazonodiphenyl sulfone

Conditions
ConditionsYield
With acetic acid In ethanol for 1h;97%

617-35-6Relevant articles and documents

Ruthenium-catalyzed glycine-selective oxidative backbone modification of peptides

Murahashi, Shun-Ichi,Mitani, Akira,Kitao, Kyuuhei

, p. 10245 - 10249 (2000)

The reaction of N,C-protected peptides containing glycine residues with peracetic acid in the presence of a ruthenium catalyst gives α-ketoamides derived from the oxidation at the C(α) position of the glycine residues selectively. (C) 2000 Elsevier Science Ltd.

Highly Selective Oxidation of Ethyl Lactate to Ethyl Pyruvate Catalyzed by Mesoporous Vanadia-Titania

Zhang, Wei,Innocenti, Giada,Oulego, Paula,Gitis, Vitaly,Wu, Haihong,Ensing, Bernd,Cavani, Fabrizio,Rothenberg, Gadi,Shiju, N. Raveendran

, p. 2365 - 2374 (2018)

The direct oxidative dehydrogenation of lactates with molecular oxygen is a "greener" alternative for producing pyruvates. Here we report a one-pot synthesis of mesoporous vanadia-titania (VTN), acting as highly efficient and recyclable catalysts for the conversion of ethyl lactate to ethyl pyruvate. These VTN materials feature high surface areas, large pore volumes, and high densities of isolated vanadium species, which can expose the active sites and facilitate the mass transport. In comparison to homogeneous vanadium complexes and VOx/TiO2 prepared by impregnation, the meso-VTN catalysts showed superior activity, selectivity, and stability in the aerobic oxidation of ethyl lactate to ethyl pyruvate. We also studied the effect of various vanadium precursors, which revealed that the vanadium-induced phase transition of meso-VTN from anatase to rutile depends strongly on the vanadium precursor. NH4VO3 was found to be the optimal vanadium precursor, forming more monomeric vanadium species. V4+ as the major valence state was incorporated into the lattice of the NH4VO3-derived VTN material, yielding more V4+-O-Ti bonds in the anatase-dominant structure. In situ DRIFT spectroscopy and density functional theory calculations show that V4+-O-Ti bonds are responsible for the dissociation of ethyl lactate over VTN catalysts and for further activation of the deprotonation of β-hydrogen. Molecular oxygen can replenish the surface oxygen to regenerate the V4+-O-Ti bonds.

Selective Aerobic Oxidation of Lactate to Pyruvate Catalyzed by Vanadium-Nitrogen-Doped Carbon Nanosheets

Zhang, Wei,Oulego, Paula,Slot, Thierry K.,Rothenberg, Gadi,Shiju, N. Raveendran

, p. 3381 - 3387 (2019)

The catalytic oxidative dehydrogenation of lactates with molecular oxygen is a promising yet challenging route for producing high-value pyruvates from biomass. Here we report a simple synthetic strategy for preparing nitrogen-doped carbon nanosheets (NCNs) starting from two abundant precursors, cheap melamine and glucose, and using a simple thermal-annealing process. The resulting NCNs feature numerous edges and holes for anchoring vanadium oxides (V-NCNs). This creates cooperative catalytic sites that boost the catalytic oxidation of ethyl lactate to ethyl pyruvate. Additionally, we systematically studied the surface nitrogen species of NCNs by varying the pyrolysis temperature, and found that the active pyridinic N-oxide species formed in a high thermal-annealing treatment, acting synergistically with vanadium active sites in converting ethyl lactate with oxygen into ethyl pyruvate under mild conditions.

Titania-catalysed oxidative dehydrogenation of ethyl lactate: Effective yet selective free-radical oxidation

Ramos-Fernandez, Enrique V.,Geels, Norbert J.,Shiju, N. Raveendran,Rothenberg, Gadi

, p. 3358 - 3363 (2014)

We research here the catalytic oxidative dehydrogenation of ethyl lactate, as an alternative route to ethyl pyruvate. Testing various solid catalysts (Fe2O3, TiO2, V2O 5/MgO-Al2O3, ZrO2, CeO2 and ZnO), we find that simple and inexpensive TiO2 efficiently catalyses this reaction under mild conditions. Furthermore, molecular oxygen was used as the terminal oxidant. Importantly, this reaction runs well also using inexpensive commercial solvent mixtures. Both the desired reaction and the by-products formation follow a free-radical mechanism. Remarkably, adding activated carbon, a solid radical scavenger, hardly affects the catalytic activity, but enhances the product selectivity. This is because this solid radical scavenger hampers the formation of undesired products in solution, without suppressing the oxidation at the catalyst surface. This journal is the Partner Organisations 2014.

Redox-Active Zeolitic Transition Metal Oxides Based on ?μ -Keggin Units for Selective Oxidation

Zhang, Zhenxin,Ishikawa, Satoshi,Zhu, Qianqian,Murayama, Toru,Sadakane, Masahiro,Hara, Michikazu,Ueda, Wataru

, p. 6283 - 6293 (2019)

The design and development of zeolitic transition metal oxides for selective oxidation are interesting due to the combination of the redox properties and microporosities. Redox-active zeolitic transition metal oxides based on ?μ -Keggin iron molybdates were synthesized. O2 can be activated by the materials via an electron-transfer-based process, and the materials can be oxidized even at room temperature. The materials are oxidized and reduced reversibly while the crystal structures are maintained. V is uniformly incorporated in the materials without changing the basic structures, and the redox properties of the materials are tuned by V. The materials are used as robust catalysts for ethyl lactate oxidation to form ethyl pyruvate using O2 as an oxidant.

Design of a folded, conformationally stable oxaloacetate decarboxylase

Taylor, Susan E.,Rutherford, Trevor J.,Allemann, Rudolf K.

, p. 751 - 755 (2002)

Oxaldie-4, a 31-residue polypeptide designed to catalyse the decarboxylation of oxaloacetate, has been synthesised and its structural and catalytic properties characterised. The solution structure of Oxaldie-4 was studied by CD and NMR spectroscopy. Oxaldie-4, the design of which was based on bovine pancreatic polypeptide, adopted a stably folded structure in solution, which was characterised by the tight packing of a poly-proline-like helix and an α-helix as shown by a large number of inter-helix NOEs. The structure of Oxaldie-4 was in sharp contrast to the molten globule-like structure formed by Oxaldie-3, which was based on avian pancreatic polypeptide. The stability of Oxaldie-4 with respect to thermal and urea denaturation was significantly improved when compared to Oxaldie-3. Oxaldie-4 catalysed the decarboxylation of oxaloacetate with Michaelis-Menten saturation kinetics. The kinetic parameters, which were independent of the concentration of the catalyst over the whole range studied, were determined in a spectrophotometric assay at pH 7 and 298 K to be 0.229 s-1, 64.8 mM, and 2.9 M-1 s-1 for kcat, KM, and kcat/KM, respectively. This catalytic efficiency corresponds to a rate increase of almost four orders of magnitude when compared to simple amines such as butylamine. However, despite the stable three-dimensional structure, the catalytic efficiency of Oxaldie-4 was only slightly improved relative to Oxaldie-3, most likely the consequence of the high flexibility of the lysine side chains, which make up the active site of Oxaldie-4.

Method for preparing alpha-oxocarboxylate through selective oxidation of alpha-hydroxy carboxylate

-

Paragraph 0023; 0027-0028; 0031; 0035-0036; 0047; 0051-0052, (2021/03/13)

The invention discloses a method for preparing alpha-oxocarboxylate through selective oxidation of alpha-hydroxy carboxylate, and relates to the field of preparation of alpha-oxocarboxylate, in a liquid phase solvent, molecular oxygen is used as an oxygen source, vanadium phosphorus oxide (VPO) compounded by + 4 valence V and + 5 valence V is used as a catalyst, and alpha-hydroxy carboxylate is reacted with molecular oxygen to be selectively oxidized to prepare alpha-oxocarboxylate; wherein the vanadium phosphorus oxide (VPO) catalyst is a vanadium phosphorus oxide (VPO) catalyst compounded byvanadyl phosphate (VOPO4) (VV) and vanadyl pyrophosphate ((VO) 2P2O7) (VIV). The vanadium phosphorus oxide (VPO) catalyst is a cheap non-noble metal catalyst and is relatively low in cost; the reaction can be carried out under normal pressure, and the requirement on equipment is low; according to the invention, high yield (90%) of alpha-oxocarboxylate is realized; and the catalyst can be repeatedly used after being reactivated.

Bismuth subnitrate-catalyzed markovnikov-type alkyne hydrations under batch and continuous flow conditions

?tv?s, Sándor B.,Fül?p, Ferenc,Szécsényi, Zsanett

, (2021/05/31)

Bismuth subnitrate is reported herein as a simple and efficient catalyst for the atom-economical synthesis of methyl ketones via Markovnikov-type alkyne hydration. Besides an effective batch process under reasonably mild conditions, a chemically intensified continuous flow protocol was also developed in a packed-bed system. The applicability of the methodologies was demonstrated through hydration of a diverse set of terminal acetylenes. By simply switching the reaction medium from methanol to methanol-d4, valuable trideuteromethyl ketones were also prepared. Due to the ready availability and nontoxicity of the heterogeneous catalyst, which eliminated the need for any special additives and/or harmful reagents, the presented processes display significant advances in terms of practicality and sustainability.

Post a RFQ

Enter 15 to 2000 letters.Word count: 0 letters

Attach files(File Format: Jpeg, Jpg, Gif, Png, PDF, PPT, Zip, Rar,Word or Excel Maximum File Size: 3MB)

1

What can I do for you?
Get Best Price

Get Best Price for 617-35-6