Acetic Anhydride → 3-(2,4-Difluorophenyl)acrylic Acid

HRID 968065Notes

Reaction equation

HRID 968065 reaction equation
[F:1][C:2]1[CH:9]=[C:8]([F:10])[CH:7]=[CH:6][C:3]=1[CH:4]=O.[C:11]([O:14]C(=O)C)(=[O:13])[CH3:12]>>[F:1][C:2]1[CH:9]=[C:8]([F:10])[CH:7]=[CH:6][C:3]=1[CH:4]=[CH:12][C:11]([OH:14])=[O:13]

Participants

3

Reactant 2

HCID 7918Acetic AnhydrideHCID 737702,4-Difluorobenzaldehyde

Product 1

HCID 6035023-(2,4-Difluorophenyl)acrylic AcidYield 77%

Procedure

A disadvantage here is the high reaction temperature needed, the unsatisfactory yield and the difficult accessibility of the compounds of the formula (I). Monatshefte der Chemie 90, 680 (1959) describes the reaction of 2,4-difluorobenzaldehyde with acetic anhydride at 180° C., 2,4-difluorocinnamic acid being obtained in a 77% yield.

Workup

  1. customthe unsatisfactory yield

Sources & evidence

ORD record
ord-409bf82a2f894970bf5030fb0f263e0f
Source dataset
uspto-grants-2005_10
Patent number
US06956129B2

Reaction notes

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