Thionyl Chloride → 5-Fluoro-2-methylbenzoyl chloride

HRID 862999Notes

Reaction equation

HRID 862999 reaction equation
[F:1][C:2]1[CH:3]=[CH:4][C:5]([CH3:11])=[C:6]([CH:10]=1)[C:7](O)=[O:8].S(Cl)([Cl:14])=O>>[F:1][C:2]1[CH:3]=[CH:4][C:5]([CH3:11])=[C:6]([CH:10]=1)[C:7]([Cl:14])=[O:8]

Participants

3

Reactant 2

HCID 24386Thionyl ChlorideHCID 1821145-Fluoro-2-methylbenzoic acid

Product 1

HCID 27373835-Fluoro-2-methylbenzoyl chloride

Procedure

A mixture of 8.0 g of 5-fluoro-2-methylbenzoic acid and 52 ml of thionyl chloride is heated on a steam bath for 1 hour. The volatiles are removed under vacuum and two times 50 ml of toluene is added and the solvent removed under vacuum to give 8.5 g of product as a gum.

Workup

  1. temperatureis heated on a steam bath for 1 hour
  2. customThe volatiles are removed under vacuum and two times 50 ml of toluene
  3. additionis added
  4. customthe solvent removed under vacuum

Sources & evidence

ORD record
ord-1eec5451b5424369bae2039d39877036
Source dataset
uspto-grants-1998_02
Patent number
US05719278

Reaction notes

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