Thionyl Chloride → 4-(2-Fluorophenyl)butyryl chloride

HRID 362838Notes

Reaction equation

HRID 362838 reaction equation
[F:1][C:2]1[CH:7]=[CH:6][CH:5]=[CH:4][C:3]=1[CH2:8][CH2:9][CH2:10][C:11]([OH:13])=O.S(Cl)([Cl:16])=O>>[F:1][C:2]1[CH:7]=[CH:6][CH:5]=[CH:4][C:3]=1[CH2:8][CH2:9][CH2:10][C:11]([Cl:16])=[O:13]

Participants

3

Reactant 2

HCID 24386Thionyl ChlorideHCID 154910364-(2-Fluorophenyl)butanoic acid

Product 1

HCID 154910374-(2-Fluorophenyl)butyryl chlorideYield 100%

Procedure

A mixture of 4-(2-fluorophenyl)butyric acid (100 g, 0.55 mol) and thionyl chloride (418.8 g, 3.51 mol) was refluxed for 3 h. The excess thionyl chloride was removed in vacuo to give 110.1 g (100%) of 4-(2-fluorophenyl)butyryl chloride.

Workup

  1. temperaturewas refluxed for 3 h
  2. customThe excess thionyl chloride was removed in vacuo

Sources & evidence

ORD record
ord-a252478119764ffeabb1fca6dbbaf477
Source dataset
uspto-grants-1999_02
Patent number
US05872118

Reaction notes

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