Ethyl chloroformate → 3-Butenoic acid, 2-oxo-4-phenyl-, ethyl ester

HRID 1700042Notes

Reaction equation

[CH:1](=[CH:8][C:9](=[O:13])[C:10]([OH:12])=[O:11])[C:2]1[CH:7]=[CH:6][CH:5]=[CH:4][CH:3]=1.ClC(O[CH2:18][CH3:19])=O>>[CH:1](=[CH:8][C:9](=[O:13])[C:10]([O:12][CH2:18][CH3:19])=[O:11])[C:2]1[CH:7]=[CH:6][CH:5]=[CH:4][CH:3]=1

Participants

Reactant 2

HCID 10928Ethyl chloroformate

HCID 2434352-Oxo-4-phenylbut-3-enoic acid

Product 1

HCID 38503413-Butenoic acid, 2-oxo-4-phenyl-, ethyl ester

Procedure

Furthermore, the pyruvic acid compound (I) can also be produced, for example, in accordance with: (1) the process in which benzaldehyde and sodium pyruvate are condensed together to give benzalpyruvic acid, and the benzalpyruvic acid is then reacted with ethyl chloroformate to give ethyl benzalpyruvate, and the ethyl benzalpyruvate is then reduced [EP387058]; or (2) the process in which phenetyl bromide is reacted with carbon monoxide in the presence of a cobalt carbonyl catalyst [J. Mol. Cat., 88, 295(1994)]. The process for producing the pyruvic acid compound (I) as the starting material is not limited to these processes, either of which can be used as the production process for the starting material in the present invention.

Sources & evidence

ORD record: ord-2ff0e57686424179b23529128b5429b5
Source dataset: uspto-grants-2002_02
DOI: 10.6084/m9.figshare.5104873.v1
Patent number: US06348617B1

Reaction notes

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