Maleic Anhydride → 4-(4-Chlorophenyl)-4-oxobut-2-enoic acid

HRID 372571Notes

Reaction equation

HRID 372571 reaction equation
[C:1]1(=[O:7])[O:6][C:4](=[O:5])[CH:3]=[CH:2]1.[Cl:8][C:9]1[CH:14]=[CH:13][CH:12]=[CH:11][CH:10]=1>>[Cl:8][C:9]1[CH:14]=[CH:13][C:12]([C:1]([CH:2]=[CH:3][C:4]([OH:6])=[O:5])=[O:7])=[CH:11][CH:10]=1

Participants

3

Reactant 2

HCID 7923Maleic AnhydrideHCID 7964Chlorobenzene

Product 1

HCID 346434-(4-Chlorophenyl)-4-oxobut-2-enoic acid

Procedure

3-(4-chlorobenzoyl)acrylic acid (1A) was prepared, as a yellow crystalline solid, m.p.: 157°-158° C, by the Friedel-Crafts acylation of chlorobenzene with maleic anhydride by the method of Papa et al., J. Am. Chem. Soc., 70, 3356 (1948).

Sources & evidence

ORD record
ord-025f6b12e820412eb8785b425db3a963
Source dataset
uspto-grants-1978_05
Patent number
US04091221

Reaction notes

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