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

HRID 1788656Notes

Reaction equation

HRID 1788656 reaction equation
[Br: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>>[Br: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 27827892-Bromo-4,5-difluorobenzoic acid

Product 1

HCID 27832942-Bromo-4,5-difluorobenzoyl chloride

Procedure

Thionyl chloride (70 ml) is added to 2-bromo-4,5-difluorobenzoic acid (39.5 g), and the mixture is allowed to stand at room temperature for one hour and then refluxed for one hour. After completion of the reaction, the excess thionyl chloride is distilled off under reduced pressure. The oily residue is distilled under reduced pressure to give 2-bromo-4,5-difluorobenzoyl chloride (37.8 g) as a pale yellow oily substance, b.p. 121°-123° C. (32 mmHg).

Workup

  1. temperaturerefluxed for one hour
  2. customAfter completion of the reaction
  3. distillationthe excess thionyl chloride is distilled off under reduced pressure
  4. distillationThe oily residue is distilled under reduced pressure

Sources & evidence

ORD record
ord-40c2694dae9c48129693b32c2ddd0de2
Source dataset
uspto-grants-1987_08
Patent number
US04684648

Reaction notes

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