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

HRID 512781Notes

Reaction equation

HRID 512781 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.C(Cl)(Cl)Cl>[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

5

Reactant 2

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

Product 1

HCID 196123793,5-Dichloro-4-fluorobenzoyl chloride

Reagents, catalysts & solvents 2

HCID 6228DimethylformamideCatalystHCID 6212ChloroformSolvent

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 CHCl3. 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-b35df1ffa7874a66994d292a8084a565
Source dataset
uspto-grants-2015_08
Patent number
US09102648B1

Reaction notes

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