Thionyl Chloride → 3-Fluoro-2-methylbenzoyl chloride

HRID 440024Notes

Reaction equation

HRID 440024 reaction equation
[F:1][C:2]1[C:3]([CH3:11])=[C:4]([CH:8]=[CH:9][CH:10]=1)[C:5](O)=[O:6].S(Cl)([Cl:14])=O>>[F:1][C:2]1[C:3]([CH3:11])=[C:4]([CH:8]=[CH:9][CH:10]=1)[C:5]([Cl:14])=[O:6]

Participants

3

Reactant 2

HCID 24386Thionyl ChlorideHCID 2466823-Fluoro-2-methylbenzoic acid

Product 1

HCID 27792403-Fluoro-2-methylbenzoyl chloride

Procedure

A solution of 2.87 g of 3-fluoro-2-methyl-benzoic acid in 25 ml of thionyl chloride is refluxed for 1.75 hour and the excess thionyl chloride removed under vacuum. To the residue is added toluene (several times) and the toluene removed under vacuum after each addition to give 3-fluoro-2-methylbenzoyl chloride.

Workup

  1. customthe excess thionyl chloride removed under vacuum
  2. additionTo the residue is added toluene (several times)
  3. customthe toluene removed under vacuum
  4. additionafter each addition

Sources & evidence

ORD record
ord-66e32ac8555e4fceb847454d9cffb1fd
Source dataset
uspto-grants-1996_05
Patent number
US05516774

Reaction notes

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