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

HRID 1954888Notes

Reaction equation

HRID 1954888 reaction equation
[F:1][C:2]1[CH:7]=[CH:6][C:5]([CH2:8][CH2:9][CH2:10][C:11]([OH:13])=O)=[CH:4][CH:3]=1.S(Cl)([Cl:16])=O>>[F:1][C:2]1[CH:7]=[CH:6][C:5]([CH2:8][CH2:9][CH2:10][C:11]([Cl:16])=[O:13])=[CH:4][CH:3]=1

Participants

3

Reactant 2

HCID 24386Thionyl ChlorideHCID 685244-(p-Fluorophenyl)butyric acid

Product 1

HCID 232935944-(4-Fluorophenyl)butyryl chlorideYield 101.4%

Procedure

A mixture of 4-(4-fluorophenyl)butyric acid (68.2 g, 0.37 mol) and thionyl chloride (155 g, 1.3 mol) was refluxed for 1.25 h. The mixture was concentrated in vacuo to give 75.3 g (100%) of 4-(4-fluorophenyl)butyryl chloride).

Workup

  1. temperaturewas refluxed for 1.25 h
  2. concentrationThe mixture was concentrated in vacuo

Sources & evidence

ORD record
ord-9a17508da3a74e31bd8ebd9c82f5d2ca
Source dataset
uspto-grants-2000_09
Patent number
US06124284

Reaction notes

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