Thionyl Chloride → 3,5-Difluorobenzoyl chloride

Reaction equation

[F:1][C:2]1[CH:3]=[C:4]([CH:8]=[C:9]([F:11])[CH:10]=1)[C:5](O)=[O:6].S(Cl)([Cl:14])=O>>[F:1][C:2]1[CH:3]=[C:4]([CH:8]=[C:9]([F:11])[CH:10]=1)[C:5]([Cl:14])=[O:6]

Participants

Reactant 2

HCID 24386Thionyl Chloride

HCID 1012653,5-Difluorobenzoic acid

Product 1

HCID 1456003,5-Difluorobenzoyl chloride

Procedure

1.63 g (10.00 mmol) 3,5-difluoro-benzoic acid were mixed with 20 mL thionyl chloride and boiled for 2 h. The reaction mixture was evaporated to dryness and coevaporated twice with toluene. The residue was reacted further as the crude product.

Workup

customThe reaction mixture was evaporated to dryness
customThe residue was reacted further as the crude product

Sources & evidence

ORD record: ord-a565cd0d833a42f3b36e645c6b592ea7
Source dataset: uspto-grants-2014_01
DOI: 10.6084/m9.figshare.5104873.v1
Patent number: US08629137B2

Reaction notes

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