Benzaldehyde → 2-Oxo-4-phenylbut-3-enoic acid

HRID 1700041Notes

Reaction equation

HRID 1700041 reaction equation
[C:1]([OH:6])(=[O:5])[C:2]([CH3:4])=[O:3].[CH:7](=O)[C:8]1[CH:13]=[CH:12][CH:11]=[CH:10][CH:9]=1.C([O-])(=O)C(C)=O.[Na+]>>[CH:7](=[CH:4][C:2](=[O:3])[C:1]([OH:6])=[O:5])[C:8]1[CH:13]=[CH:12][CH:11]=[CH:10][CH:9]=1

Participants

4

Reactant 3

HCID 240BenzaldehydeHCID 1060Pyruvic AcidHCID 23662274Sodium pyruvate

Product 1

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

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.

Workup

  1. customcondensed together

Sources & evidence

ORD record
ord-7c3b387d8f954fbf9d650328d849fac3
Source dataset
uspto-grants-2002_02
Patent number
US06348617B1

Reaction notes

Loading…