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503-66-2

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503-66-2 Usage

Description

3-Hydroxypropionic acid (3-HP) is considered as a potential building block either for organic synthesis or high performance polymers.It is a 3-carbon carboxylic acid, structural isomer of lactic acid, which naturally exists in some thermophilic archaea and bacteria. This organic compound has been pointed out by the US Department of Energy as a promising biomass derivate, which could potentially be used for the production of high added-value chemicals like1,3-propanediol, acrylic acid, acrylamide, and bioplastics. Being 3-HP a commercially valuable, important platform chemical, researches have been conducted about its production on commercial scale, mainly from renewable sources. The biological production of 3-HP from glycerol and glucose, both based on microbial fermentation, are among the main routes studied. More specifically, research activities have been devoted to goals such as identifying novel biochemical pathways, metabolic engineering of microbial strains for the production of 3-HP, and improvements of cultivation techniques to increase 3-HP production titers. Despite intense research efforts, there are still important bottlenecks for cost efficient, large scale biological production of 3-Hydroxypropionic Acid.

Uses

Different sources of media describe the Uses of 503-66-2 differently. You can refer to the following data:
1. 3-Hydroxypropionic Acid induces gene expressions and also functions as a reagent for industrial application.
2. A three carbon non-chiral compound, 3-Hydroxypropionic acid can be used as a building block for industrial chemicals.

Definition

ChEBI: A 3-hydroxy monocarboxylic acid that is propionic acid in which one of the hydrogens attached to the terminal carbon is replaced by a hydroxy group.

Check Digit Verification of cas no

The CAS Registry Mumber 503-66-2 includes 6 digits separated into 3 groups by hyphens. The first part of the number,starting from the left, has 3 digits, 5,0 and 3 respectively; the second part has 2 digits, 6 and 6 respectively.
Calculate Digit Verification of CAS Registry Number 503-66:
(5*5)+(4*0)+(3*3)+(2*6)+(1*6)=52
52 % 10 = 2
So 503-66-2 is a valid CAS Registry Number.
InChI:InChI=1/C3H6O3/c4-2-1-3(5)6/h4H,1-2H2,(H,5,6)

503-66-2SDS

SAFETY DATA SHEETS

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

Version: 1.0

Creation Date: Aug 11, 2017

Revision Date: Aug 11, 2017

1.Identification

1.1 GHS Product identifier

Product name 3-hydroxypropionic acid

1.2 Other means of identification

Product number -
Other names Propanoic acid, 3-hydroxy-

1.3 Recommended use of the chemical and restrictions on use

Identified uses For industry use only.
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:503-66-2 SDS

503-66-2Synthetic route

2-acetoxypropionic acid
535-17-1

2-acetoxypropionic acid

3-acetoxypropionic acid
4272-12-2

3-acetoxypropionic acid

A

LACTIC ACID
849585-22-4

LACTIC ACID

B

3-hydroxypropionic acid
503-66-2

3-hydroxypropionic acid

Conditions
ConditionsYield
With water; Amberlite IR 120 at 80℃; for 16h; Product distribution / selectivity;A 100%
B 100%
With water; hydrogenchloride at 100℃; for 16h; Product distribution / selectivity;
With water; toluene-4-sulfonic acid at 100℃; for 16h; Product distribution / selectivity;
3-(hydroperoxy)propanoic acid

3-(hydroperoxy)propanoic acid

3-hydroxypropionic acid
503-66-2

3-hydroxypropionic acid

Conditions
ConditionsYield
With palladium 10% on activated carbon; hydrogen In methanol under 2888.19 Torr; for 0.666667h;100%
With palladium 10% on activated carbon; hydrogen In methanol under 2888.19 Torr; for 0.666667h; Baeyer-Villiger Ketone Oxidation;100%
3-iodopropanoic acid
141-76-4

3-iodopropanoic acid

3-hydroxypropionic acid
503-66-2

3-hydroxypropionic acid

Conditions
ConditionsYield
With sodium hydroxide In water; hexan-1-ol at 80℃; for 2h; Solvent; Temperature; Reagent/catalyst;99%
With rhodium on carbon; water; hydrogen iodide; hydrogen at 99.84℃; under 20686.5 Torr; for 1h; Autoclave;69.4%
With water; silver(l) oxide
With water; silver(l) oxide man behandelt das Filtrat mit Schwefelwasserstoff, filtriert ab, neutralisiert das Filtrat mit Soda, verdampft und zieht das hydracrylsaure Natrium durch Alkohol aus und krystallisiert beim Erkalten aus;
3-Hydroxypropionitrile
109-78-4

3-Hydroxypropionitrile

3-hydroxypropionic acid
503-66-2

3-hydroxypropionic acid

Conditions
ConditionsYield
Stage #1: 3-Hydroxypropionitrile With sodium hydroxide In water for 8h; Reflux; Saturated solution;
Stage #2: With hydrogenchloride In water
92.1%
With hydrogenchloride; water for 4h; Reagent/catalyst;89%
With sodium hydroxide for 12h; Ambient temperature;75%
β-Propiolactone
57-57-8

β-Propiolactone

3-hydroxypropionic acid
503-66-2

3-hydroxypropionic acid

Conditions
ConditionsYield
With sodium hydroxide In methanol77%
With barium dihydroxide; water
With water In 1,4-dioxane at 25℃; Kinetics; Further Variations:; Temperatures; Solvents;
ammonium 3-hydroxypropionate

ammonium 3-hydroxypropionate

A

2-propenamide
79-06-1

2-propenamide

B

acrylic acid ammonium salt

acrylic acid ammonium salt

C

3-hydroxypropionic acid
503-66-2

3-hydroxypropionic acid

Conditions
ConditionsYield
With ammonia; Ti-0720 (Engelhard) catalyst In water at 200 - 250℃; for 37h; Product distribution / selectivity;A n/a
B 75%
C n/a
titanium catalyst In water at 180℃; for 37h; Product distribution / selectivity;A 1.5%
B 65%
C n/a
titanium catalyst In water at 180℃; for 37h; Product distribution / selectivity;A 1.5%
B 65%
C n/a
allyl alcohol
107-18-6

allyl alcohol

A

acrylic acid
79-10-7

acrylic acid

B

3-hydroxypropionic acid
503-66-2

3-hydroxypropionic acid

Conditions
ConditionsYield
With oxygen; sodium hydroxide In water at 50℃; Reagent/catalyst; Sonication;A 60.1%
B 21.3%
With water; oxygen; sodium hydroxide at 50℃; under 2250.23 Torr; for 24h;A 51.1%
B 28.4%
With oxygen; sodium hydroxide In water at 50℃; under 2250.23 Torr; for 12h;
levulinic acid
123-76-2

levulinic acid

A

formic acid
64-18-6

formic acid

B

succinic acid
110-15-6

succinic acid

C

trifluoroacetic acid-methyl ester
431-47-0

trifluoroacetic acid-methyl ester

D

acetic acid
64-19-7

acetic acid

E

3-hydroxypropionic acid
503-66-2

3-hydroxypropionic acid

Conditions
ConditionsYield
With dihydrogen peroxide; trifluoroacetic acid In water at -78 - 90℃; for 1.66667h;A 45%
B 60%
C 45%
D 43%
E 9%
levulinic acid
123-76-2

levulinic acid

trifluoroacetic acid
76-05-1

trifluoroacetic acid

A

formic acid
64-18-6

formic acid

B

succinic acid
110-15-6

succinic acid

C

trifluoroacetic acid-methyl ester
431-47-0

trifluoroacetic acid-methyl ester

D

acetic acid
64-19-7

acetic acid

E

3-hydroxypropionic acid
503-66-2

3-hydroxypropionic acid

Conditions
ConditionsYield
With dihydrogen peroxide In water at 90℃; for 1h;A 45 %Spectr.
B 60%
C 45 %Spectr.
D 43 %Spectr.
E 9 %Spectr.
tetrahydrofuran
109-99-9

tetrahydrofuran

3-hydroxypropionic acid
503-66-2

3-hydroxypropionic acid

Conditions
ConditionsYield
With dihydrogen peroxide In water at 90℃; under 7600.51 Torr; for 12h; Reagent/catalyst; Temperature; Solvent; Pressure; Inert atmosphere;58%
acrylic acid
79-10-7

acrylic acid

3-hydroxypropionic acid
503-66-2

3-hydroxypropionic acid

Conditions
ConditionsYield
With water at 230℃; for 2h; sealed tube;56%
With water at 200℃; reaction order of hydration, kinetic curves; other temperatures;
With sulfuric acid at 101.5℃; Kinetics; var. ratio of reactants, var. temperature;
With 4-methoxy-phenol In water at 80℃; Temperature; Flow reactor;
levulinic acid
123-76-2

levulinic acid

3-hydroxypropionic acid
503-66-2

3-hydroxypropionic acid

Conditions
ConditionsYield
With dihydrogen peroxide; potassium hydroxide In water at 0 - 115℃; for 1h; Baeyer-Villiger Ketone Oxidation;45%
allyl alcohol
107-18-6

allyl alcohol

A

glyceric acid
473-81-4

glyceric acid

B

acrylic acid
79-10-7

acrylic acid

C

3-hydroxypropionic acid
503-66-2

3-hydroxypropionic acid

Conditions
ConditionsYield
With oxygen; sodium hydroxide In water at 50℃; Reagent/catalyst; Sonication;A 6.9%
B 30.1%
C 7.2%
allyl alcohol
107-18-6

allyl alcohol

A

glyceric acid
473-81-4

glyceric acid

B

3-hydroxypropionic acid
503-66-2

3-hydroxypropionic acid

Conditions
ConditionsYield
With cerium(IV) oxide Reagent/catalyst;A 19%
B 23.2%
With nano gold salt supported on cerium oxideA 10.7%
B 9.4%
propargyl alcohol
107-19-7

propargyl alcohol

A

ethene
74-85-1

ethene

B

hydroxy-2-propanone
116-09-6

hydroxy-2-propanone

C

acrylic acid
79-10-7

acrylic acid

D

3-hydroxypropionic acid
503-66-2

3-hydroxypropionic acid

Conditions
ConditionsYield
With water; ruthenium tetrasulphthalocyanine at 80℃; for 24h; Product distribution; Further Variations:; Catalysts; anti-Markovnikov hydration;A n/a
B 10%
C 22%
D 10%
allyl alcohol
107-18-6

allyl alcohol

3-hydroxypropionic acid
503-66-2

3-hydroxypropionic acid

Conditions
ConditionsYield
With nano gold salt21.1%
With iron(III) oxide14.4%
oxirane
75-21-8

oxirane

hydrogen cyanide
74-90-8

hydrogen cyanide

A

acrylic acid
79-10-7

acrylic acid

B

3-hydroxypropionic acid
503-66-2

3-hydroxypropionic acid

Conditions
ConditionsYield
at 50 - 60℃; Behandeln des erhaltenen Nitrils mit rauchender Salzsaeure;
3-Bromopropionic acid
590-92-1

3-Bromopropionic acid

3-hydroxypropionic acid
503-66-2

3-hydroxypropionic acid

Conditions
ConditionsYield
With water quantitativer Verlauf der Bildung;
With sodium hydroxide quantitativer Verlauf der Bildung;
propan-1-ol
71-23-8

propan-1-ol

A

LACTIC ACID
849585-22-4

LACTIC ACID

B

3-hydroxypropionic acid
503-66-2

3-hydroxypropionic acid

Conditions
ConditionsYield
With Fehling's solution at 240℃;
at 240℃; bei loegeren Erhitzen mit Fehlingscher Loesung;
at 240℃; bei 200-stuendigem Erhitzen mit Fehlingscher Loesung;
3-iodopropanoic acid
141-76-4

3-iodopropanoic acid

A

acrylic acid
79-10-7

acrylic acid

B

3-hydroxypropionic acid
503-66-2

3-hydroxypropionic acid

Conditions
ConditionsYield
With water
With calcium hydroxide
1-hydroxy-5-methyl-hept-4-en-3-one
855955-85-0

1-hydroxy-5-methyl-hept-4-en-3-one

chloroform
67-66-3

chloroform

A

butanone
78-93-3

butanone

B

3-hydroxypropionic acid
503-66-2

3-hydroxypropionic acid

Conditions
ConditionsYield
bei der Ozonspaltung; 7-hydroxy-3-methyl-hepten-(3)-one-(5);
peracetic acid
79-21-0

peracetic acid

diethyl 1,3-acetonedicarboxylate
105-50-0

diethyl 1,3-acetonedicarboxylate

A

oxalic acid
144-62-7

oxalic acid

B

3-hydroxypropionic acid
503-66-2

3-hydroxypropionic acid

potassium cyanide
151-50-8

potassium cyanide

2-chloro-ethanol
107-07-3

2-chloro-ethanol

A

LACTIC ACID
849585-22-4

LACTIC ACID

B

3-hydroxypropionic acid
503-66-2

3-hydroxypropionic acid

Conditions
ConditionsYield
Verseifung des gebildeten Nitrils mit Natronlauge;
Verseifung des gebildeten Nitrils mit rauchender Salzsaeure;
β-carboxyethyl-N-nitroamine
4244-83-1

β-carboxyethyl-N-nitroamine

3-hydroxypropionic acid
503-66-2

3-hydroxypropionic acid

Conditions
ConditionsYield
With sulfuric acid In water at 25℃; Rate constant;
With sulfuric acid at 25 - 85℃; Kinetics; Mechanism; Thermodynamic data; ΔH(excit.), -ΔS(excit.);
3,12-bis(3'-bromo-1'-oxopropyl)-3,12-diaza-6,9-diazoniadispiro<5.2.5.2>hexadecane dichloride
86641-76-1

3,12-bis(3'-bromo-1'-oxopropyl)-3,12-diaza-6,9-diazoniadispiro<5.2.5.2>hexadecane dichloride

A

3-Bromopropionic acid
590-92-1

3-Bromopropionic acid

B

chloropropionic acid
107-94-8

chloropropionic acid

C

3,12-bis(3'-chloro-1'-oxopropyl)-3,12-diaza-6,9-diazoniadispiro<5.2.5.2>hexadecane dibromide
121051-82-9

3,12-bis(3'-chloro-1'-oxopropyl)-3,12-diaza-6,9-diazoniadispiro<5.2.5.2>hexadecane dibromide

D

3,12-Bisacrylyl-3,12-diaza-6,9-diazoniadispiro<5,2,5,2>hexadecane dichloride
95461-34-0

3,12-Bisacrylyl-3,12-diaza-6,9-diazoniadispiro<5,2,5,2>hexadecane dichloride

E

3,12-bis(3'-hydroxy-1'-oxopropyl)-3,12-diaza-6,9-diazoniadispiro<5.2.5.2>hexadecane dichloride
122842-21-1

3,12-bis(3'-hydroxy-1'-oxopropyl)-3,12-diaza-6,9-diazoniadispiro<5.2.5.2>hexadecane dichloride

F

3-hydroxypropionic acid
503-66-2

3-hydroxypropionic acid

Conditions
ConditionsYield
In water at 70℃; for 5h; Product distribution; Kinetics; Rate constant; various time; other temperature;
propionic acid
802294-64-0

propionic acid

A

formic acid
64-18-6

formic acid

B

glycolic Acid
79-14-1

glycolic Acid

C

LACTIC ACID
849585-22-4

LACTIC ACID

D

malonic acid
141-82-2

malonic acid

E

acetic acid
64-19-7

acetic acid

F

3-hydroxypropionic acid
503-66-2

3-hydroxypropionic acid

Conditions
ConditionsYield
With dihydrogen peroxide In water at 20℃; Product distribution; Mechanism; Irradiation; effect of H2O2/proponic acid ratio, iraadiation time;
propionic acid
802294-64-0

propionic acid

A

LACTIC ACID
849585-22-4

LACTIC ACID

B

malonic acid
141-82-2

malonic acid

C

acetic acid
64-19-7

acetic acid

D

3-hydroxypropionic acid
503-66-2

3-hydroxypropionic acid

Conditions
ConditionsYield
With dihydrogen peroxide In water at 20℃; Irradiation; Further byproducts given;
C9H10N2O6S

C9H10N2O6S

A

3-benzenesulfonylamino-propionic acid
31867-78-4

3-benzenesulfonylamino-propionic acid

B

benzenesulfonic acid
98-11-3

benzenesulfonic acid

C

3-hydroxypropionic acid
503-66-2

3-hydroxypropionic acid

Conditions
ConditionsYield
With sulfuric acid In water at 25℃; Rate constant;
acrylic acid
79-10-7

acrylic acid

A

LACTIC ACID
849585-22-4

LACTIC ACID

B

glyceric acid
473-81-4

glyceric acid

C

propionic acid
802294-64-0

propionic acid

D

3-hydroxypropionic acid
503-66-2

3-hydroxypropionic acid

Conditions
ConditionsYield
With dihydrogen peroxide In water at 30℃; Product distribution; Irradiation; 40/90 mA, 750 V, photooxidation by glow discharge electrolysis in various cells, with various reaction times and currents, at various temperatures with or without irradiation;
With dihydrogen peroxide In water Product distribution; Quantum yield; Irradiation; var. amount of absorbed energy;
3-hydroxypropionic acid
503-66-2

3-hydroxypropionic acid

acrylic acid
79-10-7

acrylic acid

Conditions
ConditionsYield
titanium catalyst 16-30 mesh at 180 - 190℃; for 45h; Product distribution / selectivity;100%
With 4-methoxy-phenol; silica gel at 250℃; Gas phase;97%
sulfuric acid at 160℃; Product distribution / selectivity;96.2%
N-methyl-N-tert-butyldimethylsilyl-1,1,1-trifluoroacetamide
77377-52-7

N-methyl-N-tert-butyldimethylsilyl-1,1,1-trifluoroacetamide

3-hydroxypropionic acid
503-66-2

3-hydroxypropionic acid

C15H34O3Si2
82112-30-9

C15H34O3Si2

Conditions
ConditionsYield
With tert-butyldimethylsilyl chloride In acetonitrile for 0.0833333h; Ambient temperature; other silylating agent;100%
methanol
67-56-1

methanol

3-hydroxypropionic acid
503-66-2

3-hydroxypropionic acid

acrylic acid methyl ester
292638-85-8

acrylic acid methyl ester

Conditions
ConditionsYield
With 4-methoxy-phenol; EM-1500 zeolite at 150℃; Product distribution / selectivity; Gas phase;97.4%
With sulfuric acid; copper at 155 - 165℃;
With phosphoric acid; copper at 135 - 145℃;
3-hydroxypropionic acid
503-66-2

3-hydroxypropionic acid

malonic acid
141-82-2

malonic acid

Conditions
ConditionsYield
With sodium hydroxide In water97%
With sodium hydroxide elektrochemische Oxydation, am besten an einer Nickelanode;
benzylamine
100-46-9

benzylamine

3-hydroxypropionic acid
503-66-2

3-hydroxypropionic acid

3-hydroxy-N-(phenylmethyl)propanamide
19340-82-0

3-hydroxy-N-(phenylmethyl)propanamide

Conditions
ConditionsYield
With 4-(2-(1,3-dioxa-3a1,8,10-triaza-2,3a,14b-triboradibenzo[fg,op]tetracen-2-yl)phenyl)benzo[c]pyrimido[4,5-e][1,2]azaborinin-6(5H)-ol In fluorobenzene at 85℃; for 8h; Molecular sieve;94%
aniline
62-53-3

aniline

3-hydroxypropionic acid
503-66-2

3-hydroxypropionic acid

N-phenyl hydroxy-3 propanamide
66223-76-5

N-phenyl hydroxy-3 propanamide

Conditions
ConditionsYield
With benzotriazol-1-ol; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; N-ethyl-N,N-diisopropylamine In dichloromethane at 20℃; for 14h;93%
tert-butyldimethylsilyl chloride
18162-48-6

tert-butyldimethylsilyl chloride

3-hydroxypropionic acid
503-66-2

3-hydroxypropionic acid

3-[[(1,1-dimethylethyl)dimethylsilyl]oxy]propanoic acid
120821-20-7

3-[[(1,1-dimethylethyl)dimethylsilyl]oxy]propanoic acid

Conditions
ConditionsYield
With 1H-imidazole In dichloromethane92%
4-bromo-β-estradiol
1630-83-7

4-bromo-β-estradiol

3-hydroxypropionic acid
503-66-2

3-hydroxypropionic acid

C21H28O5

C21H28O5

Conditions
ConditionsYield
In methanol at 60℃; for 20h;92%
3-hydroxypropionic acid
503-66-2

3-hydroxypropionic acid

A

propan-1-ol
71-23-8

propan-1-ol

B

Butane-1,4-diol
110-63-4

Butane-1,4-diol

Conditions
ConditionsYield
With hydrogen In water at 100℃; under 37503.8 Torr; for 30h; Pressure; Reagent/catalyst; Autoclave;A 10%
B 85%
N-δ-Boc-3-hydroxy-DL-ornithine tert-butyl ester
134532-14-2

N-δ-Boc-3-hydroxy-DL-ornithine tert-butyl ester

3-hydroxypropionic acid
503-66-2

3-hydroxypropionic acid

5-tert-Butoxycarbonylamino-3-hydroxy-2-(3-hydroxy-propionylamino)-pentanoic acid tert-butyl ester
134532-15-3

5-tert-Butoxycarbonylamino-3-hydroxy-2-(3-hydroxy-propionylamino)-pentanoic acid tert-butyl ester

Conditions
ConditionsYield
With benzotriazol-1-ol; triethylamine; dicyclohexyl-carbodiimide In dichloromethane at 0 - 20℃; for 16h;82%
H-Orn(Z)-OBzl
73995-50-3

H-Orn(Z)-OBzl

3-hydroxypropionic acid
503-66-2

3-hydroxypropionic acid

(S)-5-Benzyloxycarbonylamino-2-(3-hydroxy-propionylamino)-pentanoic acid benzyl ester
134532-11-9

(S)-5-Benzyloxycarbonylamino-2-(3-hydroxy-propionylamino)-pentanoic acid benzyl ester

Conditions
ConditionsYield
With benzotriazol-1-ol; triethylamine; dicyclohexyl-carbodiimide In dichloromethane at 0 - 20℃; for 16h;81%
3-hydroxypropionic acid
503-66-2

3-hydroxypropionic acid

A

propan-1-ol
71-23-8

propan-1-ol

B

trimethyleneglycol
504-63-2

trimethyleneglycol

Conditions
ConditionsYield
With ruthenium-carbon composite; hydrogen In water at 119.84℃; under 7500.75 - 60006 Torr; for 2h; Catalytic behavior; Autoclave; Sealed tube;A 18%
B 79%
C11H14O4

C11H14O4

3-hydroxypropionic acid
503-66-2

3-hydroxypropionic acid

C17H22O8

C17H22O8

Conditions
ConditionsYield
With pyridinium p-toluenesulfonate In N,N-dimethyl-formamide at 70℃; for 5h;75%
(R)-N-(4-(tert-butyl)-3-fluorophenyl)-6-methoxy-1,2,3,4-tetrahydroisoquinoline-1-carboxamide

(R)-N-(4-(tert-butyl)-3-fluorophenyl)-6-methoxy-1,2,3,4-tetrahydroisoquinoline-1-carboxamide

3-hydroxypropionic acid
503-66-2

3-hydroxypropionic acid

(1R)-N-(4-tert-butyl-3-fluorophenyl)-2-(3-hydroxypropanoyl)-6-methoxy-1,2,3,4-tetrahydroisoquinoline-1-carboxamide

(1R)-N-(4-tert-butyl-3-fluorophenyl)-2-(3-hydroxypropanoyl)-6-methoxy-1,2,3,4-tetrahydroisoquinoline-1-carboxamide

Conditions
ConditionsYield
With N-ethyl-N,N-diisopropylamine; N-[(dimethylamino)-3-oxo-1H-1,2,3-triazolo[4,5-b]pyridin-1-yl-methylene]-N-methylmethanaminium hexafluorophosphate In water; N,N-dimethyl-formamide at 20℃; for 15h;74.3%
methanol
67-56-1

methanol

3-hydroxypropionic acid
503-66-2

3-hydroxypropionic acid

methyl ester (3-hydroxy) propionic acid
6149-41-3

methyl ester (3-hydroxy) propionic acid

Conditions
ConditionsYield
With sodium at 50℃;72.1%
With copper(II) sulfate
sulfuric acid at 20℃; for 1.5 - 22h; Product distribution / selectivity;75 - 95 %Chromat.
4-[(trans-4-aminocyclohexyl)oxy]-5-bromo-1-methylpyridin-2(1H)-one hydrochloride

4-[(trans-4-aminocyclohexyl)oxy]-5-bromo-1-methylpyridin-2(1H)-one hydrochloride

3-hydroxypropionic acid
503-66-2

3-hydroxypropionic acid

N-{trans-4-[(5-bromo-1-methyl-2-oxo-1,2-dihydropyridin-4-yl)oxy]cyclohexyl}-3-hydroxypropanamide

N-{trans-4-[(5-bromo-1-methyl-2-oxo-1,2-dihydropyridin-4-yl)oxy]cyclohexyl}-3-hydroxypropanamide

Conditions
ConditionsYield
With triethylamine; N-ethyl-N,N-diisopropylamine; HATU In tetrahydrofuran at 20℃; for 2h; Inert atmosphere;68%
ethanol
64-17-5

ethanol

3-hydroxypropionic acid
503-66-2

3-hydroxypropionic acid

ethyl 3-hydroxypropanoate
623-72-3

ethyl 3-hydroxypropanoate

Conditions
ConditionsYield
With sulfuric acid at 78 - 80℃; under 760.051 Torr; for 10h; Time;67.24%
With copper(II) sulfate
amberlyst-15 at 20℃; for 19h; Product distribution / selectivity;17 - 68 %Chromat.
Nafion NR-50 at 20℃; for 21h; Product distribution / selectivity;71 %Chromat.
C20H14ClN3O4
921935-07-1

C20H14ClN3O4

3-hydroxypropionic acid
503-66-2

3-hydroxypropionic acid

C23H19N3O7
921935-08-2

C23H19N3O7

Conditions
ConditionsYield
In tetrahydrofuran; N,N-dimethyl-formamide for 1h;61%
4-amino-6,7-dimethoxy-2-piperazin-1-ylquinazoline
60547-97-9

4-amino-6,7-dimethoxy-2-piperazin-1-ylquinazoline

3-hydroxypropionic acid
503-66-2

3-hydroxypropionic acid

1-(4-(4-amino-6,7-dimethoxyquinazolin-2-yl)piperazin-1-yl)-3-hydroxypropan-1-one

1-(4-(4-amino-6,7-dimethoxyquinazolin-2-yl)piperazin-1-yl)-3-hydroxypropan-1-one

Conditions
ConditionsYield
With N-ethyl-N,N-diisopropylamine; ethyl cyanoglyoxylate-2-oxime In N,N-dimethyl-formamide at 20℃;61%
3-hydroxypropionic acid
503-66-2

3-hydroxypropionic acid

trimethyleneglycol
504-63-2

trimethyleneglycol

Conditions
ConditionsYield
With hydrogen; molybdenum(IV) oxide In water at 150℃; under 78334.3 Torr; for 3h; Product distribution / selectivity;60%
With hydrogen; molybdenum In ISOPAR K; water at 150℃; under 78334.3 Torr; for 3h; Product distribution / selectivity;57%
With hydrogen In water at 100℃; under 78334.3 Torr; for 16h; Product distribution / selectivity;47%

503-66-2Relevant articles and documents

Lane,Heine

, p. 1348,1350 (1951)

-

Bhattacharyya,Das

, p. 6715,6716, 6717 (1969)

-

Efficient, chemical-catalytic approach to the production of 3-hydroxypropanoic acid by oxidation of biomass-derived levulinic acid with hydrogen peroxide

Wu, Linglin,Dutta, Saikat,Mascal, Mark

, p. 1167 - 1169 (2015)

3-Hydroxypropanoic acid (HPA), a precursor to acrylic acid, can be produced in high yield by oxidation of the biomass-derived platform chemical levulinic acid. While treatment of levulinic acid with H2O2 under acidic conditions gives predominantly succinic acid, a remarkable reversal of selectivity is observed under basic conditions, leading either directly to HPA or, under modified conditions, initially to 3-(hydroperoxy)propanoic acid, which can be quantitatively hydrogenated to HPA. Just say no to fermentation: The first selective, chemical-catalytic approach to renewable 3-hydroxypropanoic acid (HPA) has been accomplished by gentle oxidation of biomass-derived levulinic acid with hydrogen peroxide and hydrogenolysis of the resulting hydroperoxide intermediate. HPA is a green building block of major potential for the production of renewable acrylate derivatives.

The selective oxidation of glycerol over metal-free photocatalysts: insights into the solvent effect on catalytic efficiency and product distribution

Fan, Mingming,Haryonob, Agus,Jiang, Pingping,Leng, Yan,Yue, Chengguang,Zhang, Pingbo

, p. 3385 - 3392 (2021/06/06)

Selective oxidation of glycerol to high value-added derivatives is a promising biomass conversion pathway, but the related reaction mechanism, in particular the solvent effect, is rarely studied. In this work, O-doped g-C3N4was used as a metal-free catalyst to catalyze the selective oxidation of glycerol in different solvents. It was found that solvents can affect both catalytic efficiency and product distribution. A series of controlled experiments and theoretical calculation were applied to attest that the difference in interaction between glycerol and catalysts in different solvents is the main factor: competitive adsorption and hydrogen bond network from water inhibit the adsorption and activation of glycerol on the catalyst surface and reduce the conversion efficiency, while in acetonitrile, the stronger adsorption makes the oxidation reaction continue to yield esters. Two reaction routes in different solvents over O-doped g-C3N4are proposed for the first time, which is helpful for people to better understand the related reaction mechanism.

Method for preparing 3-hydracrylic acid through continuous hydration of acrylic acid

-

Paragraph 0098, (2020/04/29)

The invention relates to a method for preparing 3-hydracrylic acid through continuous hydration of acrylic acid. The reaction is carried out in a fixed bed reactor, an acid modified molecular sieve isused as a catalyst and acrylic acid is subjected to a hydration reaction to generate 3-hydracrylic acid. The modifier adopted by the acid-modified molecular sieve is a mixture of maleic acid and maleic acid diamine or a mixture of citric acid and ammonium citrate. The modified catalyst can reduce the reaction temperature and the selectivity of byproducts, inhibit self-polymerization of acrylic acid and 3-hydracrylic acid and improve the product yield.

Method used for producing 3-hydroxypropionic acid

-

Paragraph 0037; 0045-0047; 0050-0052; 0053-0055, (2019/12/08)

The invention belongs to the technical field of chemistry, and more specifically provides a method used for producing 3-hydroxypropionic acid. The method comprises following steps: 1, under catalyst effect, hydrogen cyanide and ethylene oxide are reacted to generated 3-hydroxypropionitrile; 2, an acid is added into the 3-hydroxypropionitrile prepared using step 1 for hydrolysis, and 3-hydroxypropionic acid and an inorganic slat are generated through reaction; 3, a reaction solution obtained in step 2 is subjected to continuous chromatography separation to obtain 3-hydroxypropionic acid and aninorganic salt solution, and the inorganic salt solution is subjected to concentration to obtain a by-product. According to the method, continuous chromatography method is adopted to process the 3-hydroxypropionitrile hydrolysis reaction solution, so that the amounts of waste water, waste gas, and waste residue can be reduced effectively, high content of the target product is obtained at high yield, and production cost is reduced.

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