Thionyl Chloride → 3,5-Dichloro-4-fluorobenzoyl chloride

HRID 1774032Notes

Reaction equation

HRID 1774032 reaction equation
[Cl:1][C:2]1[CH:3]=[C:4]([CH:8]=[C:9]([Cl:12])[C:10]=1[F:11])[C:5](O)=[O:6].S(Cl)([Cl:15])=O>CN(C=O)C>[Cl:1][C:2]1[CH:3]=[C:4]([CH:8]=[C:9]([Cl:12])[C:10]=1[F:11])[C:5]([Cl:15])=[O:6]

Participants

4

Reactant 2

HCID 24386Thionyl ChlorideHCID 199713033,5-Dichloro-4-fluorobenzoic acid

Product 1

HCID 196123793,5-Dichloro-4-fluorobenzoyl chloride

Reagents, catalysts & solvents 1

HCID 6228DimethylformamideCatalyst

Procedure

3,5-dichloro-4-fluorobenzoic acid was refluxed with >1 equivalent of thionyl chloride and one drop of DMF neat or as a solution in CDCl3. The solvent and volatile by-products were removed in vacuo to provide 3,5-dichloro-4-fluorobenzoyl chloride.

Workup

  1. customThe solvent and volatile by-products were removed in vacuo

Sources & evidence

ORD record
ord-017c53cf07b1405e9d4cf673fd8214a3
Source dataset
uspto-grants-2016_02
Patent number
US09255273B2

Reaction notes

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