Thionyl Chloride → 3-Fluoro-2-methylbenzoyl chloride

HRID 1456139Notes

Reaction equation

HRID 1456139 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-methylbenzoic 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-4e95b3e6eecb4d5d82bbfa19ee64452f
Source dataset
uspto-grants-1998_12
Patent number
US05843944

Reaction notes

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