Thionyl Chloride → 2-Bromo-3,3,3-trifluoropropanoyl chloride

Reaction equation

[Br:1][CH:2]([C:6]([F:9])([F:8])[F:7])[C:3](O)=[O:4].S(Cl)([Cl:12])=O>>[Br:1][CH:2]([C:6]([F:9])([F:8])[F:7])[C:3]([Cl:12])=[O:4]

Participants

Reactant 2

HCID 24386Thionyl Chloride

HCID 136803062-Bromo-3,3,3-trifluoropropanoic acid

Product 1

HCID 540458592-Bromo-3,3,3-trifluoropropanoyl chloride

Procedure

A solution of 2-bromo-3,3,3-trifluoropropanoic acid (5 g.) in thionyl chloride (5 ml.) is refluxed in the steam bath for two hours. The excess thionyl chloride is removed in vacuo, and the residue distilled under reduced pressure to yield 2-bromo-3,3,3-trifluoropropanoic acid chloride.

Workup

customThe excess thionyl chloride is removed in vacuo
distillationthe residue distilled under reduced pressure

Sources & evidence

ORD record: ord-10ae524558134f8d8f3774ea569f41d4
Source dataset: uspto-grants-1979_05
DOI: 10.6084/m9.figshare.5104873.v1
Patent number: US04154935

Reaction notes

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