Thionyl Chloride → 2-Bromo-p-chlorophenylacetyl chloride

HRID 918577

Reaction equation

HRID 918577 reaction equation
[Br:1][C:2]1[CH:7]=[C:6]([Cl:8])[CH:5]=[CH:4][C:3]=1[CH2:9][C:10]([OH:12])=O.S(Cl)([Cl:15])=O>>[Br:1][C:2]1[CH:7]=[C:6]([Cl:8])[CH:5]=[CH:4][C:3]=1[CH2:9][C:10]([Cl:15])=[O:12]

Participants

3

Reactant 2

HCID 24386Thionyl ChlorideHCID 218285032-Bromo-4-chlorophenylacetic acid

Product 1

HCID 197942342-Bromo-p-chlorophenylacetyl chlorideYield 88.2%

Procedure

28.3g (0.113 mol) of 2-bromo-p-chlorophenylacetic acid was mixed with 26.9g (0.226 mol) of thionylchloride and the mixture was refluxed for 2.5 hours. After the excess thionylchloride had been distilled off, the reaction mixture was distilled under reduced pressure to give 26.7g of 2-bromo-p-chlorophenylacetyl chloride as yellow-orange oil. (b.p. 148° - 152°C/15 mmHg)

Workup

  1. temperaturethe mixture was refluxed for 2.5 hours
  2. distillationAfter the excess thionylchloride had been distilled off
  3. distillationthe reaction mixture was distilled under reduced pressure

Sources & evidence

ORD record
ord-0a9b9b78ae254be2987c42d7e132ee20
Source dataset
uspto-grants-1976_07
Patent number
US03971828

Linked notes

Loading…