Benzaldehyde → 2-Propenoic acid, 3-phenyl-

Reaction equation

[CH:1](=O)[C:2]1[CH:7]=[CH:6][CH:5]=[CH:4][CH:3]=1.C=C=O.[C:12]([O-:15])(=[O:14])[CH3:13].[Na+]>>[C:12]([OH:15])(=[O:14])[CH:13]=[CH:1][C:2]1[CH:7]=[CH:6][CH:5]=[CH:4][CH:3]=1

Participants

Reactant 3

HCID 240Benzaldehyde

HCID 10038Ketene

HCID 517045Sodium Acetate

Product 1

HCID 87842-Propenoic acid, 3-phenyl-Yield 40%

Procedure

The reaction of benzaldehyde with ketene at 60° C. with the addition of sodium acetate and subsequent heating of the reaction product to the boiling point is known from Ind. Chem. 41, 768 (1949). Cinnamic acid is thereby obtained in a yield of 40%.

Workup

temperaturesubsequent heating of the reaction product to the boiling point

Sources & evidence

ORD record: ord-3efb0e77182446a889f8d3914b9a0ea6
Source dataset: uspto-grants-1986_09
DOI: 10.6084/m9.figshare.5104873.v1
Patent number: US04609756

Reaction notes

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