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

HRID 2232077Notes

Reaction equation

HRID 2232077 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-fafe0dbe5dd14394b024e9bf769d8b7f
Source dataset
uspto-grants-1988_11
Patent number
US04786649

Reaction notes

Loading…