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-17e0cc6d16604f04b024430f25787f22
Source dataset: uspto-grants-1980_12
DOI: 10.6084/m9.figshare.5104873.v1
Patent number: US04241076

Reaction notes

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