Thionyl Chloride → 2-(2-Fluorophenyl)acetyl chloride

HRID 1494387Notes

Reaction equation

HRID 1494387 reaction equation
[F:1][C:2]1[CH:7]=[CH:6][CH:5]=[CH:4][C:3]=1[CH2:8][C:9]([OH:11])=O.S(Cl)([Cl:14])=O>>[F:1][C:2]1[CH:7]=[CH:6][CH:5]=[CH:4][C:3]=1[CH2:8][C:9]([Cl:14])=[O:11]

Participants

3

Reactant 2

HCID 24386Thionyl ChlorideHCID 67979Benzeneacetic acid, 2-fluoro-

Product 1

HCID 140040112-(2-Fluorophenyl)acetyl chlorideYield 68.5%

Procedure

o-Fluorophenylacetic acid (35.9 g; 0.233 mmol) was stirred in 40 ml of thionyl chloride for 24 hours at room temperature. Volatile material was removed in vacuo to obtain a yellow, mobile liquid. The liquid was distilled in vacuo to obtain 27.45 g (68.5%) of o-fluorophenylacetyl chloride as a colorless liquid, b.p. 85° C. (4 mm Hg).

Workup

  1. customVolatile material was removed in vacuo
  2. customto obtain a yellow, mobile liquid
  3. distillationThe liquid was distilled in vacuo

Sources & evidence

ORD record
ord-48b7744d8964412fac6950d147e68350
Source dataset
uspto-grants-1991_06
Patent number
US05026707

Reaction notes

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