Welcome to LookChem.com Sign In|Join Free
  • or

141-97-9

Post Buying Request

141-97-9 Suppliers

Recommended suppliersmore

Product FOB Price Min.Order Supply Ability Supplier
141-97-9 Ethyl acetoacetate
Cas No: 141-97-9
USD $ 1000.0-1000.0 / Kilogram 1 Kilogram 1 Metric Ton/Day Henan Tianfu Chemical Co., Ltd. Contact Supplier
Ethyl acetoacetate
Cas No: 141-97-9
USD $ 5.5-10.5 / Metric Ton 1 Metric Ton 36 Metric Ton/Week Hangzhou Johoo Chemical Co., Ltd Contact Supplier
Ethyl acetoacetate Manufacturer/High quality/Best price/In stock
Cas No: 141-97-9
USD $ 3.0-3.0 / Kilogram 1 Kilogram 1-100 Metric Ton/Month Dayang Chem (Hangzhou) Co.,Ltd. Contact Supplier
High quality ethyl acetoacetate supplier in China
Cas No: 141-97-9
No Data 1 Kilogram 300 Metric Ton/Year Simagchem Corporation Contact Supplier
Ethyl acetoacetate 141-97-9
Cas No: 141-97-9
USD $ 1.0-3.0 / Kilogram 1 Kilogram 10 Kilogram/Day Hebei yanxi chemical co.,LTD. Contact Supplier
Ethyl acetoacetate//141-97-9
Cas No: 141-97-9
No Data 1 Kilogram 200 Metric Ton/Month Hefei TNJ chemical industry co.,ltd Contact Supplier
Large Stock 99.0% Propanedioic acid, sodium salt 141-97-9 Producer
Cas No: 141-97-9
USD $ 0.1-0.1 / Gram 1 Gram 100 Metric Ton/Year Xi'an Xszo Chem Co., Ltd. Contact Supplier
Ethyl acetoacetate
Cas No: 141-97-9
No Data 1 Kilogram 20 Metric Ton/Month Henan Allgreen Chemical Co.,Ltd Contact Supplier
Factory Supply Ethyl acetoacetate
Cas No: 141-97-9
No Data 1 1 Ality Chemical Corporation Contact Supplier
Factory Supply Ethyl Acetoacetate
Cas No: 141-97-9
No Data 1 Metric Ton 10 Metric Ton/Day EAST CHEMSOURCES LIMITED Contact Supplier

141-97-9 Usage

Description

The organic compound ethyl acetoacetate (EAA) is the ethyl ester of acetoacetic acid. It is mainly used as a chemical intermediate in the production of a wide variety of compounds, such as amino acids, analgesics, antibiotics, antimalarial agents, antipyrine and amino pyrine, and vitamin B1; as well as the manufacture of dyes, inks, lacquers, perfumes, plastics, and yellow paint pigments. Alone, it is used as a flavoring for food.

Chemical Properties

Ethyl acetoacetate has a characteristic ether-like, fruity, pleasant, refreshing odor.

Chemical Properties

Ethyl 3-Oxobutanoate is a colorless liquid with a fruity, ethereal, sweet odor reminiscent of green apples. It is used to create fresh, fruity top notes in feminine fine fragrances. Ethyl acetoacetate occurs in flavors of natural materials such as coffee, strawberries, and yellow passion fruits.

Occurrence

Naturally occurring in strawberry, coffee, sherry, passion fruit juice (yellow), babaco fruit (Carica pentagona Heilborn) and bread.

Uses

Ethyl acetoacetate (EAA) is used as starting material for the syntheses of alpha-substituted acetoacetic esters and cyclic compounds, e.g. pyrazole, pyrimidine and coumarin derivatives as well as intermediate for vitamins and pharmaceuticals. Product Data Sheet

Uses

Ethyl acetoacetate is used as an intermediate in organic synthesis and as a co-promoter for unsaturated polyester resins. It is widely used in the production of dyes, inks, perfumes, plastics and flavoring agents. It is an important starting material for the syntheses of alpha-substituted acetoacetic esters and cyclic compounds like pyrazole, pyrimidine and coumarin derivatives. It acts as an intermediate in the synthesis of vitamins and pharmaceuticals. It finds application as a formaldehyde scavenger.

Definition

This compound is a tautomer at room temperature consisting of about 93% keto form and 7% enol form.

Production Methods

Ethyl acetoacetate is manufactured through a reaction of high-purity ethyl acetate with sodium, followed by neutralization with sulfuric acid.

Preparation

Ethyl acetoacetate is produced industrially by treatment of diketene with ethanol. The preparation of ethyl acetoacetate is a classic laboratory procedure . It is prepared via the Claisen condensation of ethyl acetate. Two moles of ethyl acetate condense to form one mole each of ethyl acetoacetate and ethanol.

Aroma threshold values

Detection: 520 ppb. Aroma characteristics at 10%: sweet fruity apple, fermented, slightly fusel-like and rummy, fruity banana with tropical nuances.

Taste threshold values

Taste characteristics at 100 ppm: fruity banana, apple and white grape with slightly green estry and tropical nuances.Taste characteristics at 300 ppm: estery, fatty, fruity and tutti-frutti

Synthesis Reference(s)

The Journal of Organic Chemistry, 58, p. 793, 1993 DOI: 10.1021/jo00055a046

General Description

A colorless liquid with a fruity odor. Flash point 185°F. Boiling point 365°F. May cause adverse health effects if ingested or inhaled. May irritate to skin, eyes and mucous membranes. Used in organic synthesis and in lacquers and paints.

Air & Water Reactions

Flammable.

Reactivity Profile

Ethyl acetoacetate, a beta-keto ester, is more reactive than many esters. Undergoes an exothermic cleavage reaction in the presence of concentrated base. Reacts with acids to liberate heat along with alcohols and acids. Strong oxidizing acids may cause a vigorous reaction that is sufficiently exothermic to ignite the reaction products. Flammable hydrogen is generated by mixing esters with alkali metals and hydrides. Mixing with 2,2,2-tris(bromomethyl)ethanol and zinc led to an explosion [US Patent 3 578 619, Crotonaldehyde may rapidly polymerize with Ethyl acetoacetate (Soriano, D.S. et al. 1988. Journal of Chemical Education 65:637.).1971].

Hazard

Toxic by ingestion and inhalation; irritant to skin and eyes.

Health Hazard

Liquid may cause mild irritation of eyes.

Chemical Reactivity

Reactivity with Water No reaction; Reactivity with Common Materials: No reaction; Stability During Transport: Stable; Neutralizing Agents for Acids and Caustics: Not pertinent; Polymerization: Not pertinent; Inhibitor of Polymerization: Not pertinent.

Chemical Reactivity

Ethyl acetoacetate is subject to Keto - enol tautomerism. Ethyl acetoacetate is often used in the acetoacetic ester synthesis similar to diethyl malonate in the malonic ester synthesis or the Knoevenagel condensation. The protons alpha to carbonyl groups are acidic, and the resulting carbanion can undergo nucleophilic substitution. A subsequent thermal decarboxylation is also possible.Similar to the behavior of acetylacetone, the enolate of ethyl acetoacetate can also serve as a bidentate ligand. For example, it forms purple coordination complexes with iron (III) salts : Ethyl acetoacetate can also be reduced to ethyl 3-hydroxy butyrate.

Safety Profile

eye irritant. Combustible liquid when exposed to heat or flame; can react with oxidzing materials. Explosive reaction when heated with Zn + tribromoneopentyl alcohol or 2,2,2 tris(bromomethy1)ethanol. To fight fire, use alcohol foam, CO2, dry chemical. When heated to decomposition it emits acrid smoke and irritating fumes. See also ESTERS.

Chemical Synthesis

Ethyl acetoacetate is a mixture of two tautomer forms: the enolic and the ketonic; the liquid ester at equilibrium contains approximately 70% of the enolic form. It is prepared by Claisen condensation of ethyl acetate in the presence of sodium ethylate; also by reacting diketene with ethanol in the presence of sulfuric acid or triethylamine and sodium acetate, with or without solvent.

Purification Methods

Shake the ester with small amounts of saturated aqueous NaHCO3 (until no further effervescence), then with water. Dry it with MgSO4 or CaCl2 and distil it under reduced pressure. [Beilstein 3 IV 1528.]
InChI:InChI=1/C6H10O3/c1-3-5(4(2)7)6(8)9/h5H,3H2,1-2H3,(H,8,9)/p-1

141-97-9 Well-known Company Product Price

Brand (Code)Product description CAS number Packaging Price Detail
TCI America (A0649)  Ethyl Acetoacetate  >98.0%(GC) 141-97-9 25g 120.00CNY Detail
TCI America (A0649)  Ethyl Acetoacetate  >98.0%(GC) 141-97-9 500g 225.00CNY Detail
Alfa Aesar (A12544)  Ethyl acetoacetate, 99+%    141-97-9 250g 173.0CNY Detail
Alfa Aesar (A12544)  Ethyl acetoacetate, 99+%    141-97-9 500g 177.0CNY Detail
Alfa Aesar (A12544)  Ethyl acetoacetate, 99+%    141-97-9 2500g 745.0CNY Detail
Alfa Aesar (A12544)  Ethyl acetoacetate, 99+%    141-97-9 10000g 1675.0CNY Detail
Sigma-Aldrich (00410)  Ethylacetoacetate  puriss. p.a., ≥99.0% (GC) 141-97-9 00410-100ML 492.57CNY Detail
Sigma-Aldrich (00410)  Ethylacetoacetate  puriss. p.a., ≥99.0% (GC) 141-97-9 00410-1L 2,397.33CNY Detail

141-97-9SDS

SAFETY DATA SHEETS

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

Version: 1.0

Creation Date: Aug 10, 2017

Revision Date: Aug 10, 2017

1.Identification

1.1 GHS Product identifier

Product name Ethyl acetoacetate

1.2 Other means of identification

Product number -
Other names Ethyl 3-oxobutanoate

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:141-97-9 SDS

141-97-9Synthetic route

ethanol
64-17-5

ethanol

6-methyl-4-oxo-2-thioxo-3,4-dihydro-2H-1,3-oxazine
2911-22-0

6-methyl-4-oxo-2-thioxo-3,4-dihydro-2H-1,3-oxazine

ethyl acetoacetate
141-97-9

ethyl acetoacetate

Conditions
ConditionsYield
With potassium carbonate In acetone for 1h; Ambient temperature;100%
ethyl 3,3-dipropoxybutanoate

ethyl 3,3-dipropoxybutanoate

ethyl acetoacetate
141-97-9

ethyl acetoacetate

Conditions
ConditionsYield
With water at 20℃; under 900.09 Torr; for 0.226667h; Flow reactor;98%
3-acetylthiazolidine-2-thione
76397-53-0

3-acetylthiazolidine-2-thione

ethyl bromoacetate
105-36-2

ethyl bromoacetate

ethyl acetoacetate
141-97-9

ethyl acetoacetate

Conditions
ConditionsYield
With zinc In tetrahydrofuran 1) 30 deg C, 2 h, 2) reflux, 18 h;97%
fructone
6413-10-1

fructone

ethyl acetoacetate
141-97-9

ethyl acetoacetate

Conditions
ConditionsYield
With cerium(III) chloride; sodium iodide In acetonitrile for 1.5h; Heating;96%
With polyaniline-sulfate salt; water for 0.75h; Heating;90%
With boron trifluoride diethyl etherate; tetraethylammonium iodide In chloroform for 6h; Heating;69%
palladium (II) ion In acetone for 23h; Ambient temperature;97 % Chromat.
3,3-dimethoxybutyric acid ethyl ester
92208-06-5

3,3-dimethoxybutyric acid ethyl ester

ethyl acetoacetate

ethyl acetoacetate

Conditions
ConditionsYield
With water at 20℃; under 900.09 Torr; for 0.226667h; Flow reactor;96%
4-methyleneoxetan-2-one
674-82-8

4-methyleneoxetan-2-one

ethanol
64-17-5

ethanol

ethyl acetoacetate

ethyl acetoacetate

Conditions
ConditionsYield
With sulfuric acid at 85 - 125℃; for 6h;95%
With sulfuric acid
With dmap
ethanol
64-17-5

ethanol

acetoacetic acid methyl ester
105-45-3

acetoacetic acid methyl ester

ethyl acetoacetate
141-97-9

ethyl acetoacetate

Conditions
ConditionsYield
With ytterbium(III) triflate at 110℃; for 3h; Neat (no solvent);94%
In neat (no solvent) at 110℃; for 3h; Green chemistry;92%
With zinc(II) sulfate In toluene at 80℃; for 6h;87%
ethyl 3-quinolinecarboxylate
50741-46-3

ethyl 3-quinolinecarboxylate

ethyl acetate
141-78-6

ethyl acetate

A

ethyl 3-oxo-3-(quinolin-3-yl)propanoate

ethyl 3-oxo-3-(quinolin-3-yl)propanoate

B

ethyl acetoacetate
141-97-9

ethyl acetoacetate

Conditions
ConditionsYield
With lithium hexamethyldisilazane In tetrahydrofuran at -40℃; for 0.333333h; Claisen condensation; Inert atmosphere;A 94%
B n/a
ethyl acetate
141-78-6

ethyl acetate

ethyl 5-chloro-2-pyrazinecarboxylate
54013-04-6

ethyl 5-chloro-2-pyrazinecarboxylate

A

ethyl 3-(5-chloropyrazin-2-yl)-3-oxopropanoate
1215002-59-7

ethyl 3-(5-chloropyrazin-2-yl)-3-oxopropanoate

B

ethyl acetoacetate
141-97-9

ethyl acetoacetate

Conditions
ConditionsYield
With lithium hexamethyldisilazane In tetrahydrofuran at -50 - -30℃; for 0.333333h; Claisen condensation; Inert atmosphere;A 94%
B n/a
ethanol
64-17-5

ethanol

2,2,6-trimethyl-4H-1,3-dioxin-4-one
5394-63-8

2,2,6-trimethyl-4H-1,3-dioxin-4-one

ethyl acetoacetate
141-97-9

ethyl acetoacetate

Conditions
ConditionsYield
Esterification;92%
In 5,5-dimethyl-1,3-cyclohexadiene Reflux;69%
In 5,5-dimethyl-1,3-cyclohexadiene at 150℃;
3-(2-Methyl-[1,3]dithiolan-2-yl)-propionic acid ethyl ester
141630-41-3

3-(2-Methyl-[1,3]dithiolan-2-yl)-propionic acid ethyl ester

ethyl acetoacetate
141-97-9

ethyl acetoacetate

Conditions
ConditionsYield
With tert.-butylhydroperoxide In methanol; water Heating;92%
3-pyridinecarboxylic acid ethyl ester
614-18-6

3-pyridinecarboxylic acid ethyl ester

ethyl acetate
141-78-6

ethyl acetate

A

3-oxo-3-pyridin-3-yl-propionic acid ethyl ester
6283-81-4

3-oxo-3-pyridin-3-yl-propionic acid ethyl ester

B

ethyl acetoacetate
141-97-9

ethyl acetoacetate

Conditions
ConditionsYield
With lithium hexamethyldisilazane In tetrahydrofuran at -40℃; for 0.333333h; Claisen condensation; Inert atmosphere;A 92%
B n/a
(Z)-ethyl 3-acetoxybut-2-enoate
26805-39-0

(Z)-ethyl 3-acetoxybut-2-enoate

N-methyl-2-dimethylamino-acetohydroxamic acid
65753-93-7

N-methyl-2-dimethylamino-acetohydroxamic acid

ethyl acetoacetate
141-97-9

ethyl acetoacetate

Conditions
ConditionsYield
In ethanol for 2h; Ambient temperature;91%
ethyl 2-chloro-4-methylthiazole-5-carboxylate
7238-62-2

ethyl 2-chloro-4-methylthiazole-5-carboxylate

ethyl acetate
141-78-6

ethyl acetate

A

ethyl 3-(2-chloro-4-methylthiazol-5-yl)-3-oxopropanoate
1215002-61-1

ethyl 3-(2-chloro-4-methylthiazol-5-yl)-3-oxopropanoate

B

ethyl acetoacetate
141-97-9

ethyl acetoacetate

Conditions
ConditionsYield
With lithium hexamethyldisilazane In tetrahydrofuran at -40℃; for 0.333333h; Claisen condensation; Inert atmosphere;A 91%
B n/a
(2-Methyl-1,3-dithiolan-2-yl)essigsaeure-ethylester
66278-17-9

(2-Methyl-1,3-dithiolan-2-yl)essigsaeure-ethylester

A

ethyl acetoacetate
141-97-9

ethyl acetoacetate

B

ethane-1,2-dithiol
540-63-6

ethane-1,2-dithiol

Conditions
ConditionsYield
With magnesium(II) perchlorate; water; methylene green In acetonitrile Irradiation;A 90%
B n/a
ethyl acetate
141-78-6

ethyl acetate

ethyl 2-pyrazinecarboxylate
6924-68-1

ethyl 2-pyrazinecarboxylate

A

3-oxo-3-pyrazin-2-yl-propionic acid ethyl ester
62124-77-0

3-oxo-3-pyrazin-2-yl-propionic acid ethyl ester

B

ethyl acetoacetate
141-97-9

ethyl acetoacetate

Conditions
ConditionsYield
With lithium hexamethyldisilazane In tetrahydrofuran at -40℃; for 0.333333h; Claisen condensation; Inert atmosphere;A 88%
B n/a
ethyl 3-butenoate
1617-18-1

ethyl 3-butenoate

ethyl acetoacetate
141-97-9

ethyl acetoacetate

Conditions
ConditionsYield
With palladium diacetate; Dess-Martin periodane In water; acetonitrile at 50℃; Wacker-Tsuji Olefin Oxidation; Inert atmosphere;88%
With iron(III) sulfate hydrate; palladium dichloride In water; acetonitrile at 45℃; for 2.5h; Wacker Oxidation; Inert atmosphere;87%
With chromium(VI) oxide; palladium dichloride In water; acetonitrile at 20 - 60℃; for 7h; Wacker-Tsuji Olefin Oxidation;85%
With manganese(IV) oxide; palladium dichloride In water; acetonitrile at 60℃; for 24h;58%
ethyl acetate
141-78-6

ethyl acetate

ethyl acetoacetate
141-97-9

ethyl acetoacetate

Conditions
ConditionsYield
With potassium fluoride on basic alumina In N,N-dimethyl-formamide at 18 - 25℃; Claisen Condensation;87.5%
With potassium tert-butylate at 80℃; for 0.333333h; Product distribution; Further Variations:; Reaction partners; Claisen condensation;73%
With calcium
isonicotinic acid ethylester
1570-45-2

isonicotinic acid ethylester

ethyl acetate
141-78-6

ethyl acetate

A

ethyl 3-oxo-3-(4-pyridyl)propanoate
26377-17-3

ethyl 3-oxo-3-(4-pyridyl)propanoate

B

ethyl acetoacetate
141-97-9

ethyl acetoacetate

Conditions
ConditionsYield
With lithium hexamethyldisilazane In tetrahydrofuran at -40℃; for 0.333333h; Claisen condensation; Inert atmosphere;A 87%
B n/a
3-acetyl-1,3-oxazolidin-2-one
1432-43-5

3-acetyl-1,3-oxazolidin-2-one

ethyl bromoacetate
105-36-2

ethyl bromoacetate

ethyl acetoacetate
141-97-9

ethyl acetoacetate

Conditions
ConditionsYield
With zinc In tetrahydrofuran 1) 30 deg C, 2 h, 2) reflux, 18 h;86%
ethyl 2,2-dibromoacetoacetate
89415-67-8

ethyl 2,2-dibromoacetoacetate

A

ethyl 2-bromoacetoacetate
84911-18-2, 609-13-2

ethyl 2-bromoacetoacetate

B

ethyl acetoacetate
141-97-9

ethyl acetoacetate

Conditions
ConditionsYield
With water; 1-methyl-3-pentyl-1H-imidazolium tetrafluoroborate at 125℃; under 2585.74 Torr; for 0.0333333h; microwave irradiation;A 85%
B n/a
ethyl isoquinoline-1-carboxylate
50458-78-1

ethyl isoquinoline-1-carboxylate

ethyl acetate
141-78-6

ethyl acetate

A

ethyl acetoacetate
141-97-9

ethyl acetoacetate

B

ethyl 3-(isoquinolin-1-yl)-3-oxopropanoate
92200-07-2

ethyl 3-(isoquinolin-1-yl)-3-oxopropanoate

Conditions
ConditionsYield
With lithium hexamethyldisilazane In tetrahydrofuran at -40℃; for 0.333333h; Claisen condensation; Inert atmosphere;A n/a
B 85%
ethyl acetate
141-78-6

ethyl acetate

pyrimidine-2-carboxylic acid ethyl ester
42839-08-7

pyrimidine-2-carboxylic acid ethyl ester

A

ethyl β-oxo-2-pyrimidininepropanoate
1093114-80-7

ethyl β-oxo-2-pyrimidininepropanoate

B

ethyl acetoacetate
141-97-9

ethyl acetoacetate

Conditions
ConditionsYield
With lithium hexamethyldisilazane In tetrahydrofuran at -40℃; for 0.333333h; Claisen condensation; Inert atmosphere;A 85%
B n/a
pyrrole
109-97-7

pyrrole

ethyl (Z)-3-(((trifluoromethyl)sulfonyl)oxy)but-2-enoate
122135-84-6

ethyl (Z)-3-(((trifluoromethyl)sulfonyl)oxy)but-2-enoate

A

(Z)-3-(pyrrol-1-yl)but-2-enoic acid ethyl ester

(Z)-3-(pyrrol-1-yl)but-2-enoic acid ethyl ester

B

Ethyl 2-butynoate
4341-76-8

Ethyl 2-butynoate

C

ethyl acetoacetate
141-97-9

ethyl acetoacetate

Conditions
ConditionsYield
Stage #1: pyrrole With potassium phosphate; tris-(dibenzylideneacetone)dipalladium(0); XPhos In toluene at 60℃; for 0.5h;
Stage #2: ethyl (Z)-3-(((trifluoromethyl)sulfonyl)oxy)but-2-enoate In toluene at 60℃; for 3.5h;
A 84%
B n/a
C n/a
3,3-dimethoxybutyric acid ethyl ester
92208-06-5

3,3-dimethoxybutyric acid ethyl ester

ethyl acetoacetate
141-97-9

ethyl acetoacetate

Conditions
ConditionsYield
With water at 20℃; under 900.09 Torr; for 0.226667h; Flow reactor;96%
4-methyleneoxetan-2-one
674-82-8

4-methyleneoxetan-2-one

ethanol
64-17-5

ethanol

ethyl acetoacetate
141-97-9

ethyl acetoacetate

Conditions
ConditionsYield
With sulfuric acid at 85 - 125℃; for 6h;95%
With sulfuric acid
With dmap
ethyl acetate
141-78-6

ethyl acetate

ethyl 2-pyrazinecarboxylate
6924-68-1

ethyl 2-pyrazinecarboxylate

A

ethyl 2-methyl-3-oxo-3-(pyrazin-2-yl)propanoate

ethyl 2-methyl-3-oxo-3-(pyrazin-2-yl)propanoate

B

ethyl acetoacetate
141-97-9

ethyl acetoacetate

Conditions
ConditionsYield
With lithium hexamethyldisilazane In tetrahydrofuran at -40℃; for 0.333333h; Claisen condensation; Inert atmosphere;A 84%
B n/a
2-Acetyl-4,4,5,5,6,6,7,7,8,8,9,9,9-tridecafluoro-3-oxo-nonanoic acid ethyl ester
115479-07-7

2-Acetyl-4,4,5,5,6,6,7,7,8,8,9,9,9-tridecafluoro-3-oxo-nonanoic acid ethyl ester

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

1,2-diamino-benzene

A

ethyl acetoacetate
141-97-9

ethyl acetoacetate

B

2-(perfluorohexyl)benzimidazole
119403-54-2

2-(perfluorohexyl)benzimidazole

Conditions
ConditionsYield
In ethanol for 4h; Heating;A n/a
B 83%
ethyl acetate
141-78-6

ethyl acetate

methyl (2S)-N-tritylaziridine-2-carboxylate
75154-68-6

methyl (2S)-N-tritylaziridine-2-carboxylate

A

ethyl acetoacetate
141-97-9

ethyl acetoacetate

B

(4S)-3-oxo-4,5-(N-triphenylmethylepimino)pentanoic acid ethyl ester
236742-97-5

(4S)-3-oxo-4,5-(N-triphenylmethylepimino)pentanoic acid ethyl ester

Conditions
ConditionsYield
Stage #1: ethyl acetate With n-butyllithium; diisopropylamine In tetrahydrofuran; hexane at -78℃; for 1h; Metallation;
Stage #2: methyl (2S)-N-tritylaziridine-2-carboxylate In tetrahydrofuran; hexane at -78℃; for 12h; Claisen condensation;
A n/a
B 78%
ethyl-2-picolinate
2524-52-9

ethyl-2-picolinate

ethyl acetate
141-78-6

ethyl acetate

A

ethyl 2-pyridylcarbonylacetate
26510-52-1

ethyl 2-pyridylcarbonylacetate

B

ethyl acetoacetate
141-97-9

ethyl acetoacetate

Conditions
ConditionsYield
With lithium hexamethyldisilazane In tetrahydrofuran at -40℃; for 0.333333h; Claisen condensation; Inert atmosphere;A 78%
B n/a
3-(4-chloro-phenyl)-6-methyl-[1,3]oxazine-2,4-dione
30645-78-4

3-(4-chloro-phenyl)-6-methyl-[1,3]oxazine-2,4-dione

A

4'-Chloroacetoacetanilide
101-92-8

4'-Chloroacetoacetanilide

B

ethyl acetoacetate
141-97-9

ethyl acetoacetate

C

ethyl p-chlorophenylcarbamate
2621-80-9

ethyl p-chlorophenylcarbamate

Conditions
ConditionsYield
With triethylamine at 95 - 100℃; for 2h;A 10%
B 30%
C 77%
3-(4-chloro-phenyl)-6-methyl-[1,3]oxazine-2,4-dione
30645-78-4

3-(4-chloro-phenyl)-6-methyl-[1,3]oxazine-2,4-dione

triethylamine
121-44-8

triethylamine

A

4'-Chloroacetoacetanilide
101-92-8

4'-Chloroacetoacetanilide

B

ethyl acetoacetate
141-97-9

ethyl acetoacetate

C

ethyl p-chlorophenylcarbamate
2621-80-9

ethyl p-chlorophenylcarbamate

Conditions
ConditionsYield
With ethanol at 95 - 100℃; for 2h;A 10%
B 30%
C 77%
2-aminopyridine
504-29-0

2-aminopyridine

ethyl acetoacetate
141-97-9

ethyl acetoacetate

2-methyl-4H-pyrido[1,2-a]pyrimidin-4-one
1693-94-3

2-methyl-4H-pyrido[1,2-a]pyrimidin-4-one

Conditions
ConditionsYield
With bismuth(III) chloride at 100℃; for 3h; Green chemistry;100%
With Al3PW12O40 In ethanol at 80℃; for 0.2h; Reagent/catalyst; Green chemistry;93%
In ethylene glycol at 100℃; for 4h; Solvent; Temperature; Green chemistry;89%
(E)-3-phenylpropenal
14371-10-9

(E)-3-phenylpropenal

ethyl acetoacetate
141-97-9

ethyl acetoacetate

2-oxo-6-phenyl-cyclohex-3-enecarboxylic acid ethyl ester
137153-74-3

2-oxo-6-phenyl-cyclohex-3-enecarboxylic acid ethyl ester

Conditions
ConditionsYield
In ethanol100%
With ethanol; sodium ethanolate at -10℃;
chloro-trimethyl-silane
75-77-4

chloro-trimethyl-silane

ethyl acetoacetate
141-97-9

ethyl acetoacetate

ethyl 3-trimethylsiloxy-2-butenoate
13257-83-5

ethyl 3-trimethylsiloxy-2-butenoate

Conditions
ConditionsYield
With triethylamine In tetrahydrofuran; hexane at 21 - 45℃; for 3h;100%
With triethylamine In tetrahydrofuran Ambient temperature;89%
Stage #1: chloro-trimethyl-silane; ethyl acetoacetate In tetrahydrofuran; hexane at 0 - 5℃; for 0.5h; Inert atmosphere;
Stage #2: With triethylamine In tetrahydrofuran; hexane at 0 - 20℃; Inert atmosphere;
87%
4-ethyl-1,3-benzenediol
2896-60-8

4-ethyl-1,3-benzenediol

ethyl acetoacetate
141-97-9

ethyl acetoacetate

6-Ethyl-7-hydroxy-4-methylcumarin
1484-73-7

6-Ethyl-7-hydroxy-4-methylcumarin

Conditions
ConditionsYield
With trifluoroacetic acid at 100℃; for 0.5h; Pechmann condensation; Microwave irradiation; regioselective reaction;100%
With boron trifluoride diethyl etherate at 105 - 108℃; for 0.333333h;95.2%
With boron trifluoride diethyl etherate at 105 - 108℃; for 0.333333h; Mechanism; other 4-alkylresorcinols; also ethyl benzoylacetate;95.2%
2-methylbenzene-1,4-diol
95-71-6

2-methylbenzene-1,4-diol

ethyl acetoacetate
141-97-9

ethyl acetoacetate

6-hydroxy-4,7-dimethyl-2H-chromen-2-one
5248-20-4

6-hydroxy-4,7-dimethyl-2H-chromen-2-one

Conditions
ConditionsYield
With sulfuric acid at 0℃; for 1h; Pechmann Condensation; Milling;100%
With sulfuric acid Pechmann Condensation; Inert atmosphere;77%
With sulfuric acid
With sulfuric acid at 20℃; for 24h; Pechmann condensation; Inert atmosphere;
(2-nitroethenyl)benzene
102-96-5

(2-nitroethenyl)benzene

ethyl acetoacetate
141-97-9

ethyl acetoacetate

ethyl 2-acetyl-4-nitro-3-phenylbutyrate
72709-62-7

ethyl 2-acetyl-4-nitro-3-phenylbutyrate

Conditions
ConditionsYield
With nickel polymer catalyst In chloroform for 48h; Reflux;100%
With C23H37N3O9S In dichloromethane at 20℃; for 16h; asymmetric Michael addition; enantioselective reaction;99%
With C31H36N6OS3 In toluene at 25℃; for 48h; Michael Addition; enantioselective reaction;99%
ethyl acetoacetate
141-97-9

ethyl acetoacetate

4-nitrobenzaldehdye
555-16-8

4-nitrobenzaldehdye

urea
57-13-6

urea

ethyl 6-methyl-4-(4-nitrophenyl)-2-oxo-1,2,3,4-tetrahydro-5-pyrimidinecarboxylate
123371-45-9

ethyl 6-methyl-4-(4-nitrophenyl)-2-oxo-1,2,3,4-tetrahydro-5-pyrimidinecarboxylate

Conditions
ConditionsYield
With 1-methylimidazole based ionic liquid terminated dendritic moiety prepared from 2,4,6-trichloro-1,3,5-triazine and 1,3-diaminopropane immobilized on 3-aminopropyltriethoxysilane functionalized bentonite In ethanol; water at 50℃; for 3h; Biginelli Pyrimidone Synthesis; Green chemistry;100%
With composite of cross-linked chitosan beads and a cyclodextrin nanosponge In water for 0.25h; Biginelli Pyrimidone Synthesis; Sonication; Green chemistry;100%
With guanidine In neat (no solvent) at 80℃; for 2h; Biginelli Pyrimidone Synthesis;99%
ethyl acetoacetate
141-97-9

ethyl acetoacetate

benzaldehyde
100-52-7

benzaldehyde

urea
57-13-6

urea

ethyl 6-methyl-4-phenyl-3,4-dihydropyrimidin-2(1H)-one-5-carboxylate
123237-03-6, 5395-36-8

ethyl 6-methyl-4-phenyl-3,4-dihydropyrimidin-2(1H)-one-5-carboxylate

Conditions
ConditionsYield
With copper(II) bis(trifluoromethanesulfonate) In ethanol at 100℃; for 1h; Biginelli reaction; Microwave irradiation; Inert atmosphere;100%
With composite of cross-linked chitosan beads and a cyclodextrin nanosponge In water for 0.25h; Biginelli Pyrimidone Synthesis; Sonication; Green chemistry;100%
With Cl7Fe2(1-)*C6H9N2O2(1+); C8H15N2(1+)*C4H12B(1-) at 80℃; for 2h; Reagent/catalyst; Biginelli Pyrimidone Synthesis;99%
ethyl acetoacetate
141-97-9

ethyl acetoacetate

benzaldehyde
100-52-7

benzaldehyde

Diethyl 2,6-dimethyl-4-phenyl-1,4-dihydropyridine-3,5-dicarboxylate
1165-06-6

Diethyl 2,6-dimethyl-4-phenyl-1,4-dihydropyridine-3,5-dicarboxylate

Conditions
ConditionsYield
With ammonia for 3h; Heating;100%
With C23H3BF16N2O; ammonium acetate In toluene at 100℃; for 10h; Hantzsch Dihydropyridine Synthesis;100%
With ammonium carbonate In water at 55 - 60℃; for 3.5h; Hantzsch pyridine synthesis;99%
ethyl acetoacetate
141-97-9

ethyl acetoacetate

salicylaldehyde
90-02-8

salicylaldehyde

3-acetylcoumarin
3949-36-8

3-acetylcoumarin

Conditions
ConditionsYield
With piperidine at 20℃;100%
Stage #1: ethyl acetoacetate; salicylaldehyde With piperidine In ethanol for 24h;
Stage #2: at 80℃; for 0.0166667h; Microwave irradiation;
97%
With piperidine In ethanol at 80℃; for 0.0166667h; Solvent; Reagent/catalyst; Knoevenagel Condensation; Microwave irradiation; Green chemistry;97%
ethyl acetoacetate
141-97-9

ethyl acetoacetate

phenylhydrazine
100-63-0

phenylhydrazine

edaravone
89-25-8

edaravone

Conditions
ConditionsYield
In acetic acid Heating;100%
for 0.166667h; Irradiation;100%
at 0 - 90℃; for 1.5h;100%
ethyl acetoacetate
141-97-9

ethyl acetoacetate

m-Hydroxyaniline
591-27-5

m-Hydroxyaniline

7-amino-4-methylcoumarin.
26093-31-2

7-amino-4-methylcoumarin.

Conditions
ConditionsYield
With zirconium(IV) phosphate at 110℃; for 0.166667h; Pechmann condensation; Microwave irradiation; chemoselective reaction;100%
With silica gel supported zirconyl chloride octahydrate at 90℃; for 0.583333h; Pechmann condensation reaction;98%
With tetrakis(actonitrile)copper(I) hexafluorophosphate at 25℃; for 0.166667h; Pechmann condensation; neat (no solvent);98%
ethyl acetoacetate
141-97-9

ethyl acetoacetate

5-bromosalicyclaldehyde
1761-61-1

5-bromosalicyclaldehyde

3-Acetyl-6-bromo-chromen-2-one
2199-93-1

3-Acetyl-6-bromo-chromen-2-one

Conditions
ConditionsYield
With piperidine In ethanol at 80℃; for 0.0166667h; Knoevenagel Condensation; Microwave irradiation; Green chemistry;100%
With zinc oxide nanoparticle at 120℃; under 7200.72 Torr; for 0.1h; Knoevenagel condensation; Microwave irradiation; Neat (no solvent);95%
With piperidine In acetonitrile at 20℃; for 4h; Knoevenagel Condensation;94.1%
ethyl acetoacetate
141-97-9

ethyl acetoacetate

3-Chloro-2-methylpropene
563-47-3

3-Chloro-2-methylpropene

ethyl 2-acetyl-4-methylpent-4-enoate
20962-70-3

ethyl 2-acetyl-4-methylpent-4-enoate

Conditions
ConditionsYield
With tetrabutylammomium bromide; potassium carbonate; potassium iodide In N,N-dimethyl-formamide at 40 - 75℃; for 6h;100%
With tetrabutylammomium bromide; potassium carbonate; potassium iodide In N,N-dimethyl-formamide at 40 - 75℃; for 6h;100%
With tetrabutylammomium bromide; potassium carbonate; potassium iodide In N,N-dimethyl-formamide at 40 - 75℃; for 6h;100%
ethyl acetoacetate
141-97-9

ethyl acetoacetate

benzyl alcohol
100-51-6

benzyl alcohol

benzyl acetoacetate
5396-89-4

benzyl acetoacetate

Conditions
ConditionsYield
[Cl(C6F13C2H4)2SnOSn(C2H4C6F13)2Cl]2 In toluene for 6h; Heating;100%
With rhizopus niveus lipase; Pseudomonas sp. lipoprotein lipase; Candida antarctica lipase B immobilized on acrylic resin; Carica papaya protease In toluene at 40℃; for 48h; Enzymatic reaction;98%
1-chloro-3-hydroxy-1,1,3,3-tetrabutyldistannoxane In toluene for 16h; Heating;96%
ethyl acetoacetate
141-97-9

ethyl acetoacetate

recorcinol
108-46-3

recorcinol

7-hydroxy-4-methyl-chromen-2-one
90-33-5, 79566-13-5

7-hydroxy-4-methyl-chromen-2-one

Conditions
ConditionsYield
With trifluoroacetic acid at 100℃; for 0.5h; Pechmann condensation; Microwave irradiation; regioselective reaction;100%
With silica-supported methanesulfonic acid catalyst In octadecane at 160℃; for 2h; Pechmann reaction;99%
With iron(III) chloride In neat (no solvent) at 70℃; for 12h; Pechmann Condensation; Green chemistry;99%
ethyl acetoacetate
141-97-9

ethyl acetoacetate

ethyl 2-bromoacetoacetate
84911-18-2, 609-13-2

ethyl 2-bromoacetoacetate

Conditions
ConditionsYield
With hydrogenchloride; dihydrogen peroxide; potassium bromide In toluene at 20℃; for 1.5h;100%
With bromine; sodium hydride In tetrahydrofuran; dichloromethane100%
With hydrogenchloride; dihydrogen peroxide; potassium bromide In water; toluene at 20℃; for 1h;100%
ethyl acetoacetate
141-97-9

ethyl acetoacetate

ethyl 2,2-dichloroacetoacetate
6134-66-3

ethyl 2,2-dichloroacetoacetate

Conditions
ConditionsYield
With trichloroisocyanuric acid In water; acetone at 20℃; for 15h;100%
With sodium hypochlorite In acetic acid; acetone at 0℃; for 1h;98%
Stage #1: ethyl acetoacetate With ammonium chloride In acetonitrile for 0.0833333h;
Stage #2: With 1,3-dichloro-5,5-dimethylhydantoin In acetonitrile at 35℃; for 12h;
98%
ethyl acetoacetate
141-97-9

ethyl acetoacetate

ethyl 2-chloro-3-oxo-butyrate
609-15-4

ethyl 2-chloro-3-oxo-butyrate

Conditions
ConditionsYield
With thionyl chloride In tetrachloromethane at 20℃; for 1h;100%
With sulfuryl dichloride In dichloromethane at 0 - 20℃;98.4%
With sulfuryl dichloride In tetrachloromethane at 20℃; for 1h;97%
ethyl acetoacetate
141-97-9

ethyl acetoacetate

α-bromoacetophenone
70-11-1

α-bromoacetophenone

ethyl 2-acetyl-4-oxo-4-phenylbutanoate
52313-46-9

ethyl 2-acetyl-4-oxo-4-phenylbutanoate

Conditions
ConditionsYield
Stage #1: α-bromoacetophenone With sodium hydride In tetrahydrofuran; mineral oil at 20℃; for 0.5h; Inert atmosphere;
Stage #2: ethyl acetoacetate In tetrahydrofuran at 20℃; for 4h;
100%
Stage #1: ethyl acetoacetate With sodium hydride In tetrahydrofuran; mineral oil at 0℃; Inert atmosphere;
Stage #2: α-bromoacetophenone In tetrahydrofuran; mineral oil at 20℃; Inert atmosphere;
98%
Stage #1: ethyl acetoacetate With sodium hydride In tetrahydrofuran; mineral oil at 0℃; Inert atmosphere;
Stage #2: α-bromoacetophenone In tetrahydrofuran; mineral oil at 0 - 20℃; Inert atmosphere;
98%
ethyl acetoacetate
141-97-9

ethyl acetoacetate

trimethyl orthoformate
149-73-5

trimethyl orthoformate

3-methoxy-but-2-enoic acid ethyl ester
3510-99-4

3-methoxy-but-2-enoic acid ethyl ester

Conditions
ConditionsYield
With hydrogenchloride In methanol100%
With hydrogenchloride In methanol100%
Stage #1: ethyl acetoacetate; trimethyl orthoformate With sulfuric acid at 20℃; for 18h;
Stage #2: With potassium carbonate for 0.5h;
38%
Stage #1: ethyl acetoacetate; trimethyl orthoformate With sulfuric acid at 20℃; for 18h;
Stage #2: With potassium carbonate for 0.5h;
38%
ethyl acetoacetate
141-97-9

ethyl acetoacetate

ethyl (S)-3-hydroxybutyrate
56816-01-4

ethyl (S)-3-hydroxybutyrate

Conditions
ConditionsYield
With [NEt2H2]-[{RuCl(S)-BINAP}2(μ-Cl)3]; hydrogen In methanol; ethanol at 50℃; under 22801.5 Torr; for 12h; Inert atmosphere; Autoclave; optical yield given as %ee;100%
With hydrogen In ethanol at 80℃; under 15001.5 Torr; for 10h; enantioselective reaction;99.5%
With C32H40F6O6P2Pd; hydrogen In acetone at 0℃; under 23272.3 Torr; for 12h; Autoclave; enantioselective reaction;99%
pyrrolidine
123-75-1

pyrrolidine

ethyl acetoacetate
141-97-9

ethyl acetoacetate

ethyl 3-pyrrolidinobut-2-enoate
2723-42-4, 54716-02-8, 70526-06-6

ethyl 3-pyrrolidinobut-2-enoate

Conditions
ConditionsYield
at 20℃; for 16h; Inert atmosphere; Schlenk technique;100%
In toluene for 1h; Dean-Stark; Reflux; Inert atmosphere;94.8%
With dichloro( 1,5-cyclooctadiene)platinum(ll); 4,5-bis(diphenylphos4,5-bis(diphenylphosphino)-9,9-dimethylxanthenephino)-9,9-dimethylxanthene In N,N-dimethyl-formamide at 60℃; for 5h; Inert atmosphere; Schlenk technique; Microwave irradiation; regioselective reaction;82%
methanol
67-56-1

methanol

ethyl acetoacetate
141-97-9

ethyl acetoacetate

ethyl (2E)-3-methoxy-2-butenoate
22157-27-3

ethyl (2E)-3-methoxy-2-butenoate

Conditions
ConditionsYield
With hydrogenchloride; trimethyl orthoformate100%
1-bromo-butane
109-65-9

1-bromo-butane

ethyl acetoacetate
141-97-9

ethyl acetoacetate

ethyl 3-oxooctanoate
10488-95-6

ethyl 3-oxooctanoate

Conditions
ConditionsYield
Stage #1: ethyl acetoacetate With lithium diisopropyl amide In tetrahydrofuran; hexane at 0℃; for 1h;
Stage #2: 1-bromo-butane In tetrahydrofuran; hexane at -78 - 20℃; for 14h; Further stages.;
100%
Stage #1: ethyl acetoacetate With sodium hydride In tetrahydrofuran; mineral oil at 0 - 20℃; for 0.25h; Inert atmosphere;
Stage #2: With n-butyllithium In tetrahydrofuran; mineral oil at 0 - 20℃; for 0.25h; Inert atmosphere;
Stage #3: 1-bromo-butane In tetrahydrofuran; mineral oil at 0 - 20℃; Inert atmosphere;
73%
70%
With n-butyllithium; sodium hydride In tetrahydrofuran; pentane at 0 - 20℃; for 14h;38%
Stage #1: ethyl acetoacetate With n-butyllithium; sodium hydride In tetrahydrofuran at 0℃; Inert atmosphere;
Stage #2: 1-bromo-butane at 0 - 25℃; Inert atmosphere;
carbon disulfide
75-15-0

carbon disulfide

ethyl acetoacetate
141-97-9

ethyl acetoacetate

C7H8O3S2(2-)*2K(1+)

C7H8O3S2(2-)*2K(1+)

Conditions
ConditionsYield
With potassium hydroxide In 1,4-dioxane100%
With potassium hydroxide In N,N-dimethyl-formamide at 25℃; for 24h;
Stage #1: ethyl acetoacetate With potassium carbonate In N,N-dimethyl-formamide for 1h;
Stage #2: carbon disulfide In N,N-dimethyl-formamide for 2h;
cyclopent-2-enone
930-30-3

cyclopent-2-enone

ethyl acetoacetate
141-97-9

ethyl acetoacetate

ethyl 3-oxo-2-(3-oxocyclopentyl)butanoate
66077-94-9

ethyl 3-oxo-2-(3-oxocyclopentyl)butanoate

Conditions
ConditionsYield
With hydrotalcite at 80℃; for 6h; Michael addition;100%
With 1,3,4,6,7,8-hexahydro-2H-pyrimido[1,2-a]pyrimidine In toluene at 25℃; for 10h; Michael reaction;99%
With zinc trifluoromethanesulfonate at 20℃; for 6h;95%
methallyl acetate
820-71-3

methallyl acetate

ethyl acetoacetate
141-97-9

ethyl acetoacetate

ethyl 2-acetyl-4-methylpent-4-enoate
20962-70-3

ethyl 2-acetyl-4-methylpent-4-enoate

Conditions
ConditionsYield
With isopropylmagnesium chloride; sodium hydride; 1,2-bis(diphenylphosphino)ethane nickel(II) chloride In tetrahydrofuran at 160℃; for 72h; Product distribution; other temp./react. time;100%
With isopropylmagnesium chloride; sodium hydride; 1,2-bis(diphenylphosphino)ethane nickel(II) chloride In tetrahydrofuran at 160℃; for 72h;100%
With potassium carbonate In tetrahydrofuran at 70℃; for 50h; Tsuji-Trost Allylation;63%

141-97-9Downstream Products

141-97-9Related news

Michael addition kinetics of Ethyl acetoacetate (cas 141-97-9) and 2-ethylhexyl acrylate in ionic liquids09/29/2019

The Michael addition is one of the most common and versatile methods for making carbon–carbon bonds, however little is known about the potential of utilizing ionic liquids as solvents in these reactions. Initial work from our laboratory is presented, showing that model imidazolium- and phosphon...detailed

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 141-97-9