Thionyl Chloride → 2-Bromo-3,4,5,6-tetrafluorobenzoyl chloride

HRID 128518Notes

Reaction equation

HRID 128518 reaction equation
[Br:1][C:2]1[C:10]([F:11])=[C:9]([F:12])[C:8]([F:13])=[C:7]([F:14])[C:3]=1[C:4](O)=[O:5].S(Cl)([Cl:17])=O>>[Br:1][C:2]1[C:10]([F:11])=[C:9]([F:12])[C:8]([F:13])=[C:7]([F:14])[C:3]=1[C:4]([Cl:17])=[O:5]

Participants

3

Reactant 2

HCID 24386Thionyl Chloride2×HCID 177508452-Bromo-3,4,5,6-tetrafluorobenzoic acid

Product 1

HCID 27832432-Bromo-3,4,5,6-tetrafluorobenzoyl chloride

Procedure

365 g (1.33 mol) of 2-bromo-3,4,5,6-tetrafluorobenzoic acid [Tetrahedron 2.3, 4719 (1967)] are introduced into 2 l of thionyl chloride and the mixture is heated under reflux for 11 hours until the evolution of gas stops. Excess thionyl chloride is stripped off in vacuo and the residue is distilled.

Workup

  1. temperaturethe mixture is heated
  2. temperatureunder reflux for 11 hours until the evolution of gas stops
  3. distillationthe residue is distilled

Sources & evidence

ORD record
ord-632e860dbe884737aa3786689e299c3d
Source dataset
uspto-grants-1995_11
Patent number
US05464796

Reaction notes

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