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20207-16-3

20207-16-3 Structure

20207-16-3 Structure
IdentificationBack Directory
[Name]

ethyl 2-amino-3-oxobutanoate hydrochloride
[CAS]

20207-16-3
[Synonyms]

Ethyl 2-amino-3-oxobutanoate, HCl
Ethyl 2-aminoacetoacetate hydrochloride
ethyl 2-amino-3-oxobutanoate hydrochloride
Ethyl alpha-aminoacetoacetate hydrochloride
2-Amino-3-oxobutanoic acid ethyl ester hydrochloride
Butanoic acid, 2-aMino-3-oxo-, ethyl ester, hydrochloride
[Molecular Formula]

C6H11NO3.ClH
[MDL Number]

MFCD09971784
[MOL File]

20207-16-3.mol
[Molecular Weight]

182
Chemical PropertiesBack Directory
[Melting point ]

114-115℃
[storage temp. ]

under inert gas (nitrogen or Argon) at 2-8°C
Safety DataBack Directory
[Symbol(GHS) ]

GHS hazard pictograms
GHS02
[Signal word ]

Danger
[Hazard statements ]

H225
[Precautionary statements ]

P501-P240-P210-P233-P243-P241-P242-P280-P370+P378-P303+P361+P353-P403+P235
Hazard InformationBack Directory
[Uses]

Ethyl 2-amino-3-oxobutanoate, HCl
[Synthesis]

ETHYL 2-(HYDROXYIMINO)-3-OXOBUTANOATE

5408-04-8

ethyl 2-amino-3-oxobutanoate hydrochloride

20207-16-3

General procedure for the synthesis of ethyl 2-aminoacetoacetate hydrochloride from ethyl 2-(oxime-based) acetoacetate: a mixture of ethyl 2-(hydroxyimino)-3-oxobutanoate (5.2 g, 32.68 mmol), ethanol (50 mL), concentrated hydrochloric acid (5 mL), and Pd/C (1 g, 10%) was stirred for 48 hours at room temperature in a hydrogen atmosphere. Upon completion of the reaction, the solid catalyst was removed by filtration. The filtrate was concentrated under reduced pressure to afford ethyl 2-aminoacetoacetate hydrochloride (5 g, 84% yield) as an off-white solid, which could be used in the next step of the reaction without further purification. an LCMS assay showed [M+H]+ of 146.

[References]

[1] Helvetica Chimica Acta, 1987, vol. 70, p. 232 - 236
[2] Patent: WO2018/96159, 2018, A1. Location in patent: Paragraph 0269; 0270; 0273; 0274
[3] Patent: WO2008/81399, 2008, A2. Location in patent: Page/Page column 66-67
[4] Patent: WO2009/16560, 2009, A2. Location in patent: Page/Page column 77
[5] Patent: US2010/16401, 2010, A1. Location in patent: Page/Page column 41
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