Ethyl 4-hydroxybutanoate supplier

Name
Ethyl 4-hydroxybutanoate
EINECS
CAS No. 999-10-0
Article Data35
CAS DataBase
Density 1.027 g/cm³
Solubility
Melting Point
Formula C₆H₁₂O₃
Boiling Point 204.8 °C at 760 mmHg
Molecular Weight 132.159
Flash Point 81.4 °C
Transport Information
Appearance
Safety
Risk Codes
Molecular Structure
Hazard Symbols
Synonyms Butyricacid, 4-hydroxy-, ethyl ester (6CI,7CI,8CI);Ethyl 4-hydroxybutanoate;Ethyl4-hydroxybutyrate;Ethyl g-hydroxybutyrate;NSC 617295;
PSA 46.53000
LogP 0.32200

Synthetic route

: 96-48-0
4-butanolide

: 64-17-5
ethanol

: 999-10-0
ethyl 4-hydroxybutanoate

Conditions

Conditions	Yield
With amberlyst-15 for 20h;	94%
With sulfuric acid Ambient temperature;	80%
With sulfuric acid at 20℃; for 33h;	55%

: 4-isopropoxycarbonyloxy-butyric acid ethyl ester

: 999-10-0
ethyl 4-hydroxybutanoate

Conditions

Conditions	Yield
With aluminium trichloride In nitromethane at 25℃; for 3h;	86%

: 517-23-7
3-acetyl-2-oxo-4,5-dihydrofuran

A: 96-48-0
4-butanolide

B: 1071-73-4
5-Hydroxy-2-pentanone

C: 999-10-0
ethyl 4-hydroxybutanoate

D: 25560-91-2
ethyl 4-(acetyloxy)butanoate

Conditions

Conditions	Yield
With sodium hydroxide In ethanol; water at 200℃; for 2h;	A 75% B 5% C 8% D 12%
With sodium hydroxide In ethanol; water at 200℃; for 2h;	A 75% B 3% C 8% D 12%
With sodium hydroxide In ethanol; water at 200℃; for 2h; Product distribution; other reagent/educt ratio,;	A 15% B 16% C 4% D 62%
With sodium hydroxide In ethanol; water at 200℃; for 2h;	A 15% B 16% C 4% D 62%

...Expand

: 2969-81-5
4-bromoethylbutanoate

A: 999-10-0
ethyl 4-hydroxybutanoate

B: 4606-07-9
ethyl cyclopropylcarboxylate

Conditions

Conditions	Yield
With oxygen; tetraethylammonium perchlorate In N,N-dimethyl-formamide at 20℃; electroreduction at -1.1 V;	A 10% B 68%

: 96-48-0
4-butanolide

: 141-78-6
ethyl acetate

A: 999-10-0
ethyl 4-hydroxybutanoate

B: 25560-91-2
ethyl 4-(acetyloxy)butanoate

C: 87418-30-2
ethyl 2-acetyl-4-acetoxybutyrate

Conditions

Conditions	Yield
With sodium ethanolate at -50℃;	A 9% B 57% C 25%

...Expand

: 5965-53-7
diethyl 2-ketoglutarate

A: 55094-99-0
(–)-(S)-diethyl 2-hydroxyglutarate

B: 999-10-0
ethyl 4-hydroxybutanoate

Conditions

Conditions	Yield
With baker's yeast Ambient temperature;	A 18% B 34%

: 96-48-0
4-butanolide

: 368-39-8
triethyloxonium fluoroborate

: 999-10-0
ethyl 4-hydroxybutanoate

Conditions

Conditions	Yield
(i) aq. NaOH, (ii) /BRN= 3598090/, MeCN; Multistep reaction;

: 72291-79-3
3,3-Bis-ethylsulfanylcarbonyl-propionic acid ethyl ester

: 999-10-0
ethyl 4-hydroxybutanoate

Conditions

Conditions	Yield
nickel

: 96-48-0
4-butanolide

: 141-52-6
sodium ethanolate

: 141-78-6
ethyl acetate

A: 517-23-7
3-acetyl-2-oxo-4,5-dihydrofuran

B: 1071-73-4
5-Hydroxy-2-pentanone

C: 999-10-0
ethyl 4-hydroxybutanoate

D: 25560-91-2
ethyl 4-(acetyloxy)butanoate

E: 141-97-9
ethyl acetoacetate

F: 65652-24-6
α-(2-Tetrahydrofuranylidene)-γ-butyrolactone

Conditions

Conditions	Yield
at 100℃; under 1064 Torr; for 0.5h; Product distribution; various molar ratio of the reagents, other temp., other pressure, other time;

...Expand

: 2969-81-5
4-bromoethylbutanoate

A: 96-48-0
4-butanolide

B: 999-10-0
ethyl 4-hydroxybutanoate

Conditions

Conditions	Yield
With water; triethylamine In ethanol at 120.1℃; Kinetics; further temperatures, further solvent, activation enthalpy and entropy;

: 10138-10-0
ethyl 4-oxobutanoate

: 999-10-0
ethyl 4-hydroxybutanoate

Conditions

Conditions	Yield
With glycerol dehydrogenase; 2-propanol-NAD(1+) potassium phosphate buffer, pH 7;

: 96-48-0
4-butanolide

: 64-17-5
ethanol

: 7664-93-9
sulfuric acid

: 999-10-0
ethyl 4-hydroxybutanoate

Conditions

Conditions	Yield
bei Raumtemperatur;

...Expand

: 123-25-1
succinic acid diethyl ester

copper-chromium oxide: copper-chromium oxide

A: 96-48-0
4-butanolide

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

C: 999-10-0
ethyl 4-hydroxybutanoate

D: 107-92-6
butyric acid

Conditions

Conditions	Yield
at 250℃; under 220652 Torr; Produkt 5: Tetrahydrofuran(?).Hydrogenation;
at 250℃; under 220652 Torr; Produkt 5: Tetrahydrofuran(?).Hydrogenation;

...Expand

hydrochloride of γ-amino-butyric acid ethyl ester: hydrochloride of γ-amino-butyric acid ethyl ester

: 999-10-0
ethyl 4-hydroxybutanoate

Conditions

Conditions	Yield
With sodium nitrite

: 6937-16-2
ethyl γ-aminobutyrate hydrochloride

NaNO2: NaNO2

: 999-10-0
ethyl 4-hydroxybutanoate

: 64-17-5
ethanol

: 108881-52-3
thiosuccinic acid O-ethyl ester-S-benzyl ester

Raney nickel: Raney nickel

: 999-10-0
ethyl 4-hydroxybutanoate

...Expand

: 112793-76-7
4-ethoxybut-3-ynyloxy-tert-butyl-diphenylsilane

: 999-10-0
ethyl 4-hydroxybutanoate

Conditions

Conditions	Yield
Acid hydrolysis;

: 19985-85-4
1-ethoxy-1-butyn-4-ol

: 999-10-0
ethyl 4-hydroxybutanoate

Conditions

Conditions	Yield
Multi-step reaction with 2 steps 1: 553 mg / imidazole / CH2Cl2 / 1.5 h 2: Acid hydrolysis View Scheme

: 13436-46-9
2-ethoxytetrahydrofuran

: 999-10-0
ethyl 4-hydroxybutanoate

Conditions

Conditions	Yield
With ozone for 8h; Ionic liquid;

: 96-48-0
4-butanolide

: 64-17-5
ethanol

: 141-52-6
sodium ethanolate

: 999-10-0
ethyl 4-hydroxybutanoate

Conditions

Conditions	Yield
at 20℃; for 48h;

...Expand

: 96-48-0
4-butanolide

: 64-17-5
ethanol

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

B: 999-10-0
ethyl 4-hydroxybutanoate

Conditions

Conditions	Yield
With hydrogen at 100℃; under 25502.6 Torr; for 24h; Reagent/catalyst; Solvent; Autoclave;

...Expand

: 999-10-0
ethyl 4-hydroxybutanoate

: 95-48-7
ortho-cresol

: 56359-11-6
4-o-tolyloxybutyric acid ethyl ester

Conditions

Conditions	Yield
With Si-Al supported catalyst at 90℃; for 1h;	97.7%

: 999-10-0
ethyl 4-hydroxybutanoate

: 4-{[(1R,2S)-2-methylcyclopentyl]amino}-2-(methylsulfanyl)pyrimidine-5-carbaldehyde

: 6-(2-hydroxyethyl)-8-[(1R,2S)-2-methylcyclopentyl]-2-(methylsulfanyl)pyrido[2,3-d]pyrimidin-7(8H)-one

Conditions

Conditions	Yield
Stage #1: ethyl 4-hydroxybutanoate With lithium hexamethyldisilazane In tetrahydrofuran at -78℃; for 0.333333h; Stage #2: 4-{[(1R,2S)-2-methylcyclopentyl]amino}-2-(methylsulfanyl)pyrimidine-5-carbaldehyde In tetrahydrofuran at 20℃; for 18h;	95%

: 999-10-0
ethyl 4-hydroxybutanoate

: 98-59-9
p-toluenesulfonyl chloride

: 4-(p-toluenesulfonyloxy)butyric acid ethyl ester

Conditions

Conditions	Yield
With triethylamine In dichloromethane at 5 - 20℃; for 6h;	92%
With triethylamine In diethyl ether at 0℃; for 2h;	72%
With triethylamine at 0℃; for 2h;
With dmap; triethylamine In dichloromethane

: 999-10-0
ethyl 4-hydroxybutanoate

: 100-46-9
benzylamine

: 19340-88-6
N-benzyl-4-hydroxybutanamide

Conditions

Conditions	Yield
With 1-(3-sulfopropyl)pyridinium phosphotungstate In neat (no solvent) at 100℃; for 0.5h; Microwave irradiation;	90%

: 623-73-4
diazoacetic acid ethyl ester

: 999-10-0
ethyl 4-hydroxybutanoate

: 388109-23-7
4-ethoxycarbonylmethoxy-butyric acid ethyl ester

Conditions

Conditions	Yield
dirhodium tetraacetate In dichloromethane at 20℃; for 73.5h;	87%
rhodium(II) acetate In dichloromethane at 20℃; for 73.5h;	87%

: 999-10-0
ethyl 4-hydroxybutanoate

: 98275-36-6
4-phosphonooxy-butyric acid ethyl ester

Conditions

Conditions	Yield
With PPA

: 96-48-0
4-butanolide

: 64-17-5
ethanol

: 999-10-0
ethyl 4-hydroxybutanoate

Conditions

Conditions	Yield
With amberlyst-15 for 20h;	94%
With sulfuric acid Ambient temperature;	80%
With sulfuric acid at 20℃; for 33h;	55%

: 4-isopropoxycarbonyloxy-butyric acid ethyl ester

: 999-10-0
ethyl 4-hydroxybutanoate

Conditions

Conditions	Yield
With aluminium trichloride In nitromethane at 25℃; for 3h;	86%

: 517-23-7
3-acetyl-2-oxo-4,5-dihydrofuran

A: 96-48-0
4-butanolide

B: 1071-73-4
5-Hydroxy-2-pentanone

C: 999-10-0
ethyl 4-hydroxybutanoate

D: 25560-91-2
ethyl 4-(acetyloxy)butanoate

Conditions

Conditions	Yield
With sodium hydroxide In ethanol; water at 200℃; for 2h;	A 75% B 5% C 8% D 12%
With sodium hydroxide In ethanol; water at 200℃; for 2h;	A 75% B 3% C 8% D 12%
With sodium hydroxide In ethanol; water at 200℃; for 2h; Product distribution; other reagent/educt ratio,;	A 15% B 16% C 4% D 62%
With sodium hydroxide In ethanol; water at 200℃; for 2h;	A 15% B 16% C 4% D 62%

...Expand

: 2969-81-5
4-bromoethylbutanoate

A: 999-10-0
ethyl 4-hydroxybutanoate

B: 4606-07-9
ethyl cyclopropylcarboxylate

Conditions

Conditions	Yield
With oxygen; tetraethylammonium perchlorate In N,N-dimethyl-formamide at 20℃; electroreduction at -1.1 V;	A 10% B 68%

: 96-48-0
4-butanolide

: 141-78-6
ethyl acetate

A: 999-10-0
ethyl 4-hydroxybutanoate

B: 25560-91-2
ethyl 4-(acetyloxy)butanoate

C: 87418-30-2
ethyl 2-acetyl-4-acetoxybutyrate

Conditions

Conditions	Yield
With sodium ethanolate at -50℃;	A 9% B 57% C 25%

...Expand

: 5965-53-7
diethyl 2-ketoglutarate

A: 55094-99-0
(–)-(S)-diethyl 2-hydroxyglutarate

B: 999-10-0
ethyl 4-hydroxybutanoate

Conditions

Conditions	Yield
With baker's yeast Ambient temperature;	A 18% B 34%

: 96-48-0
4-butanolide

: 368-39-8
triethyloxonium fluoroborate

: 999-10-0
ethyl 4-hydroxybutanoate

Conditions

Conditions	Yield
(i) aq. NaOH, (ii) /BRN= 3598090/, MeCN; Multistep reaction;

: 72291-79-3
3,3-Bis-ethylsulfanylcarbonyl-propionic acid ethyl ester

: 999-10-0
ethyl 4-hydroxybutanoate

Conditions

Conditions	Yield
nickel

: 96-48-0
4-butanolide

: 141-52-6
sodium ethanolate

: 141-78-6
ethyl acetate

A: 517-23-7
3-acetyl-2-oxo-4,5-dihydrofuran

B: 1071-73-4
5-Hydroxy-2-pentanone

C: 999-10-0
ethyl 4-hydroxybutanoate

D: 25560-91-2
ethyl 4-(acetyloxy)butanoate

E: 141-97-9
ethyl acetoacetate

F: 65652-24-6
α-(2-Tetrahydrofuranylidene)-γ-butyrolactone

Conditions

Conditions	Yield
at 100℃; under 1064 Torr; for 0.5h; Product distribution; various molar ratio of the reagents, other temp., other pressure, other time;

...Expand

: 2969-81-5
4-bromoethylbutanoate

A: 96-48-0
4-butanolide

B: 999-10-0
ethyl 4-hydroxybutanoate

Conditions

Conditions	Yield
With water; triethylamine In ethanol at 120.1℃; Kinetics; further temperatures, further solvent, activation enthalpy and entropy;

: 10138-10-0
ethyl 4-oxobutanoate

: 999-10-0
ethyl 4-hydroxybutanoate

Conditions

Conditions	Yield
With glycerol dehydrogenase; 2-propanol-NAD(1+) potassium phosphate buffer, pH 7;

: 96-48-0
4-butanolide

: 64-17-5
ethanol

: 7664-93-9
sulfuric acid

: 999-10-0
ethyl 4-hydroxybutanoate

Conditions

Conditions	Yield
bei Raumtemperatur;

...Expand

: 123-25-1
succinic acid diethyl ester

copper-chromium oxide: copper-chromium oxide

A: 96-48-0
4-butanolide

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

C: 999-10-0
ethyl 4-hydroxybutanoate

D: 107-92-6
butyric acid

Conditions

Conditions	Yield
at 250℃; under 220652 Torr; Produkt 5: Tetrahydrofuran(?).Hydrogenation;
at 250℃; under 220652 Torr; Produkt 5: Tetrahydrofuran(?).Hydrogenation;

...Expand

hydrochloride of γ-amino-butyric acid ethyl ester: hydrochloride of γ-amino-butyric acid ethyl ester

: 999-10-0
ethyl 4-hydroxybutanoate

Conditions

Conditions	Yield
With sodium nitrite

: 6937-16-2
ethyl γ-aminobutyrate hydrochloride

NaNO2: NaNO2

: 999-10-0
ethyl 4-hydroxybutanoate

: 64-17-5
ethanol

: 108881-52-3
thiosuccinic acid O-ethyl ester-S-benzyl ester

Raney nickel: Raney nickel

: 999-10-0
ethyl 4-hydroxybutanoate

...Expand

: 112793-76-7
4-ethoxybut-3-ynyloxy-tert-butyl-diphenylsilane

: 999-10-0
ethyl 4-hydroxybutanoate

Conditions

Conditions	Yield
Acid hydrolysis;

: 19985-85-4
1-ethoxy-1-butyn-4-ol

: 999-10-0
ethyl 4-hydroxybutanoate

Conditions

Conditions	Yield
Multi-step reaction with 2 steps 1: 553 mg / imidazole / CH2Cl2 / 1.5 h 2: Acid hydrolysis View Scheme

: 13436-46-9
2-ethoxytetrahydrofuran

: 999-10-0
ethyl 4-hydroxybutanoate

Conditions

Conditions	Yield
With ozone for 8h; Ionic liquid;

: 96-48-0
4-butanolide

: 64-17-5
ethanol

: 141-52-6
sodium ethanolate

: 999-10-0
ethyl 4-hydroxybutanoate

Conditions

Conditions	Yield
at 20℃; for 48h;

...Expand

: 96-48-0
4-butanolide

: 64-17-5
ethanol

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

B: 999-10-0
ethyl 4-hydroxybutanoate

Conditions

Conditions	Yield
With hydrogen at 100℃; under 25502.6 Torr; for 24h; Reagent/catalyst; Solvent; Autoclave;

...Expand

: 999-10-0
ethyl 4-hydroxybutanoate

: 95-48-7
ortho-cresol

: 56359-11-6
4-o-tolyloxybutyric acid ethyl ester

Conditions

Conditions	Yield
With Si-Al supported catalyst at 90℃; for 1h;	97.7%

: 999-10-0
ethyl 4-hydroxybutanoate

: 4-{[(1R,2S)-2-methylcyclopentyl]amino}-2-(methylsulfanyl)pyrimidine-5-carbaldehyde

: 6-(2-hydroxyethyl)-8-[(1R,2S)-2-methylcyclopentyl]-2-(methylsulfanyl)pyrido[2,3-d]pyrimidin-7(8H)-one

Conditions

Conditions	Yield
Stage #1: ethyl 4-hydroxybutanoate With lithium hexamethyldisilazane In tetrahydrofuran at -78℃; for 0.333333h; Stage #2: 4-{[(1R,2S)-2-methylcyclopentyl]amino}-2-(methylsulfanyl)pyrimidine-5-carbaldehyde In tetrahydrofuran at 20℃; for 18h;	95%

: 999-10-0
ethyl 4-hydroxybutanoate

: 98-59-9
p-toluenesulfonyl chloride

: 4-(p-toluenesulfonyloxy)butyric acid ethyl ester

Conditions

Conditions	Yield
With triethylamine In dichloromethane at 5 - 20℃; for 6h;	92%
With triethylamine In diethyl ether at 0℃; for 2h;	72%
With triethylamine at 0℃; for 2h;
With dmap; triethylamine In dichloromethane

: 999-10-0
ethyl 4-hydroxybutanoate

: 100-46-9
benzylamine

: 19340-88-6
N-benzyl-4-hydroxybutanamide

Conditions

Conditions	Yield
With 1-(3-sulfopropyl)pyridinium phosphotungstate In neat (no solvent) at 100℃; for 0.5h; Microwave irradiation;	90%

: 623-73-4
diazoacetic acid ethyl ester

: 999-10-0
ethyl 4-hydroxybutanoate

: 388109-23-7
4-ethoxycarbonylmethoxy-butyric acid ethyl ester

Conditions

Conditions	Yield
dirhodium tetraacetate In dichloromethane at 20℃; for 73.5h;	87%
rhodium(II) acetate In dichloromethane at 20℃; for 73.5h;	87%

: 999-10-0
ethyl 4-hydroxybutanoate

: 123558-64-5
N-(4-methoxybenzyl)-2,2,2-trichloroacetamide

: ethyl 4-((4-metoxybenzyl)oxy)butanoate

Conditions

Conditions	Yield
With toluene-4-sulfonic acid In dichloromethane; cyclohexane	86%

: 999-10-0
ethyl 4-hydroxybutanoate

: 18162-48-6
tert-butyldimethylsilyl chloride

: 506417-45-4
ethyl 4-(t-butyldimethylsiloxy)butanoate

Conditions

Conditions	Yield
With 1H-imidazole In dichloromethane at 20℃;	85%

: 999-10-0
ethyl 4-hydroxybutanoate

: 10138-10-0
ethyl 4-oxobutanoate

Conditions

Conditions	Yield
With oxalyl dichloride; dimethyl sulfoxide; triethylamine In dichloromethane at -78 - 0℃; for 2.16667h; Swern Oxidation; Inert atmosphere;	82%
With sodium acetate; pyridinium chlorochromate In dichloromethane for 2h;	79%
With dipyridinium dichromate In dichloromethane for 48h; Ambient temperature;	63%

: 999-10-0
ethyl 4-hydroxybutanoate

: 95-57-8
2-monochlorophenol

: 111105-19-2
ethyl 4-(2-chlorophenoxy)butanoate

Conditions

Conditions	Yield
With ceramic and V-supported catalyst (active component: carrier mass ratio of 10:100) at 110 - 140℃; for 5h;	39.13%

: 999-10-0
ethyl 4-hydroxybutanoate

: 98275-36-6
4-phosphonooxy-butyric acid ethyl ester

Conditions

Conditions	Yield
With PPA

: 110-87-2
3,4-dihydro-2H-pyran

: 999-10-0
ethyl 4-hydroxybutanoate

: 117745-48-9
4-(Tetrahydro-pyran-2-yloxy)-butyric acid ethyl ester

Conditions

Conditions	Yield
With hydrogenchloride

: 999-10-0
ethyl 4-hydroxybutanoate

: 3'-O-methylthiomethyl-5'-pivaloylthymidine

: 4-[(2R,3S,4R,5R)-2-(2,2-Dimethyl-propionyloxymethyl)-4-hydroxy-5-(5-methyl-2,4-dioxo-3,4-dihydro-2H-pyrimidin-1-yl)-tetrahydro-furan-3-yloxymethoxy]-butyric acid ethyl ester

Conditions

Conditions	Yield
With N-Bromosuccinimide; lutidine 1.) dichloromethane, 2.) dichloromethane; Yield given. Multistep reaction;

Ethyl 4-hydroxybutanoate Specification

The Ethyl 4-hydroxybutanoate, with the CAS registry number 999-10-0, is also called Butanoic acid, 4-hydroxy, ethyl ester. And the molecular formula of the chemical is C₆H₁₂O₃.

The characteristics of this chemical are as followings: (1)ACD/LogP: 0.43; (2)# of Rule of 5 Violations: 0 ; (3)#H bond acceptors: 3; (4)#H bond donors: 1; (5)#Freely Rotating Bonds: 6; (6)Polar Surface Area: 35.53 Å²; (7)Index of Refraction: 1.429; (8)Molar Refractivity: 33.15 cm³; (9)Molar Volume: 128.5 cm³; (10)Polarizability: 13.14×10^-24cm³; (11)Surface Tension: 34.8 dyne/cm; (12)Density: 1.027 g/cm³; (13)Flash Point: 81.4 °C; (14)Enthalpy of Vaporization: 51.3 kJ/mol; (15)Boiling Point: 204.8 °C at 760 mmHg; (16)Vapour Pressure: 0.0619 mmHg at 25°C.

Addtionally, the following datas could be converted into the molecular structure:
(1)SMILES: O=C(OCC)CCCO
(2)InChI: InChI=1/C6H12O3/c1-2-9-6(8)4-3-5-7/h7H,2-5H2,1H3
(3)InChIKey: AYPJVXQBVHCUCJ-UHFFFAOYAR

Product Name

Ethyl 4-hydroxybutanoate

Synthetic route

Ethyl 4-hydroxybutanoate Specification

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