Thionyl Chloride → 3-Chloro-2,4,5-trifluorobenzoyl chloride

HRID 4262Notes

Reaction equation

HRID 4262 reaction equation
FC1C=C(F)C(F)=CC=1C(O)=O.[Cl:13][C:14]1[C:15]([F:25])=[C:16]([CH:20]=[C:21]([F:24])[C:22]=1[F:23])[C:17](O)=[O:18].S(Cl)([Cl:28])=O>>[Cl:13][C:14]1[C:15]([F:25])=[C:16]([CH:20]=[C:21]([F:24])[C:22]=1[F:23])[C:17]([Cl:28])=[O:18]

Participants

4

Reactant 3

HCID 24386Thionyl ChlorideHCID 5211702,4,5-Trifluorobenzoic acidHCID 27342693-Chloro-2,4,5-trifluorobenzoic Acid

Product 1

HCID 27822453-Chloro-2,4,5-trifluorobenzoyl chloride

Procedure

Chlorination of 2,4,5-trifluorobenzoic acid in chlorosulphonic acid leads to 3-chloro-2,4,5-trifluorobenzoic acid, which is reacted as a crude product with thionyl chloride to give 3-chloro-2,4,5-trifluorobenzoyl chloride (boiling point 94°/18 mbar; nD20 =1.5164): ##STR10##

Sources & evidence

ORD record
ord-d2b7c2cbd73f4fd7b71a3e7b4b6f8592
Source dataset
uspto-grants-1988_02
Patent number
US04725595

Reaction notes

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