Thionyl Chloride → 2-Chloro-4,5-difluorobenzoyl chloride

HRID 2247923Notes

Reaction equation

HRID 2247923 reaction equation
[Cl: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>>[Cl: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

3

Reactant 2

HCID 24386Thionyl ChlorideHCID 7371712-Chloro-4,5-difluorobenzoic acid

Product 1

HCID 101982172-Chloro-4,5-difluorobenzoyl chlorideYield 90%

Procedure

2-Chloro-4,5-difluorobenzoic acid (19.2 g, 0.1 mol) was mixed with thionyl cloride (50 ml) and heated to reflux for 3 hours. The reaction mixture was evaporated to dryness, and the residue dissolved in methylene chloride. Solvent was removed in vacuo, and the procedure repeated once with methylene chloride and once with benzene. The material (19 g, 0.09 mol, 90% yield) was used without further purification.

Workup

  1. temperatureheated
  2. temperatureto reflux for 3 hours
  3. customThe reaction mixture was evaporated to dryness
  4. dissolutionthe residue dissolved in methylene chloride
  5. customSolvent was removed in vacuo

Sources & evidence

ORD record
ord-5f3434ea08fa4f4888d5f3ee36cdcd8a
Source dataset
uspto-grants-1991_08
Patent number
US05037834

Reaction notes

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