Thionyl Chloride → 2,3,4-Trichloro-5-fluorobenzoyl chloride

HRID 231992Notes

Reaction equation

HRID 231992 reaction equation
[Cl:1][C:2]1[C:10]([Cl:11])=[C:9]([Cl:12])[C:8]([F:13])=[CH:7][C:3]=1[C:4](O)=[O:5].S(Cl)([Cl:16])=O>>[Cl:1][C:2]1[C:10]([Cl:11])=[C:9]([Cl:12])[C:8]([F:13])=[CH:7][C:3]=1[C:4]([Cl:16])=[O:5]

Participants

3

Reactant 2

HCID 24386Thionyl ChlorideHCID 141498672,3,4-Trichloro-5-fluorobenzoic acid

Product 1

HCID 141498692,3,4-Trichloro-5-fluorobenzoyl chloride

Procedure

737 g (3.02 mols) of 2,3,4-trichloro-5-fluorobenzoic acid are introduced into 1.5 liters of thionyl chloride at room temperature, and the mixture is refluxed for 16 hours until the gas evolution ceases. Excess thionyl chloride is removed by distillation, and the residue is distilled.

Workup

  1. temperaturethe mixture is refluxed for 16 hours until the gas evolution ceases
  2. customExcess thionyl chloride is removed by distillation
  3. distillationthe residue is distilled

Sources & evidence

ORD record
ord-3fbc7edb034d43bf846303d406b61176
Source dataset
uspto-grants-1989_07
Patent number
US04851160

Reaction notes

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