Thionyl Chloride → 2,4,5-Trifluorobenzoyl chloride

HRID 2351028Notes

Reaction equation

HRID 2351028 reaction equation
[F:1][C:2]1[CH:10]=[C:9]([F:11])[C:8]([F:12])=[CH:7][C:3]=1[C:4](O)=[O:5].S(Cl)([Cl:15])=O>C1C=CC=CC=1>[F:1][C:2]1[CH:10]=[C:9]([F:11])[C:8]([F:12])=[CH:7][C:3]=1[C:4]([Cl:15])=[O:5]

Participants

4

Reactant 2

HCID 24386Thionyl ChlorideHCID 5211702,4,5-Trifluorobenzoic acid

Product 1

HCID 1451642,4,5-Trifluorobenzoyl chloride

Reagents, catalysts & solvents 1

HCID 241BenzeneSolvent

Procedure

To 20 ml of anhydrous benzene were added 3.4 g of 2,4,5-trifluorobenzoic acid and 10 ml of thionyl chloride, and the mixture was refluxed for 2 hours. After removing the solvent, excess thionyl chloride was removed three times as an azeotropic mixture with benzene to obtain 2,4,5-trifluorobenzoyl chloride.

Workup

  1. temperaturethe mixture was refluxed for 2 hours
  2. customAfter removing the solvent, excess thionyl chloride
  3. customwas removed three times as an azeotropic mixture with benzene

Sources & evidence

ORD record
ord-50ca50940337487cba1a30e5b9921a5c
Source dataset
uspto-grants-1989_10
Patent number
US04871852

Reaction notes

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