Oxalyl chloride → 3-Chloro-2,4,5-trifluorobenzoyl chloride

HRID 476772Notes

Reaction equation

HRID 476772 reaction equation
[Cl:1][C:2]1[C:3]([F:13])=[C:4]([CH:8]=[C:9]([F:12])[C:10]=1[F:11])[C:5](O)=[O:6].C(Cl)(=O)C([Cl:17])=O>CN(C)C=O.ClCCl>[Cl:1][C:2]1[C:3]([F:13])=[C:4]([CH:8]=[C:9]([F:12])[C:10]=1[F:11])[C:5]([Cl:17])=[O:6]

Participants

5

Reactant 2

HCID 65578Oxalyl chlorideHCID 27342693-Chloro-2,4,5-trifluorobenzoic Acid

Product 1

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

Reagents, catalysts & solvents 2

HCID 6228DimethylformamideCatalystHCID 6344DichloromethaneSolvent

Procedure

A solution of 9.4 g (45 mmol) of 3-chloro-2,4,5trifluorobenzoic acid (Example 3), oxalyl chloride, 7.6 g (60 mmol), 3 drops of dimethylformamide, and 100 ml of dichloromethane is stirred at room temperature for three hours. The solvent and excess oxalyl chloride are evaporated on the steam bath, and the residue is distilled at 121°-123° C. at 30 mm Hg to give 2.9 g of the title compound.

Workup

  1. customThe solvent and excess oxalyl chloride are evaporated on the steam bath
  2. distillationthe residue is distilled at 121°-123° C. at 30 mm Hg

Sources & evidence

ORD record
ord-94bba83c3eae48158ffca31ac03dd064
Source dataset
uspto-grants-1989_12
Patent number
US04885386

Reaction notes

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