Thionyl Chloride → 2-Bromo-3-phenylpropanoyl chloride

HRID 918576Notes

Reaction equation

HRID 918576 reaction equation
[Br:1][CH:2]([CH2:6][C:7]1[CH:12]=[CH:11][CH:10]=[CH:9][CH:8]=1)[C:3](O)=[O:4].S(Cl)([Cl:15])=O>>[Br:1][CH:2]([CH2:6][C:7]1[CH:12]=[CH:11][CH:10]=[CH:9][CH:8]=1)[C:3]([Cl:15])=[O:4]

Participants

3

Reactant 2

HCID 24386Thionyl ChlorideHCID 1675442-Bromo-3-phenylpropanoic acid

Product 1

HCID 2630312-Bromo-3-phenylpropanoyl chloride

Procedure

60.5g of 2-bromo-3-phenylpropionic acid was mixed with 100 ml of thionylchloride and the mixture was refluxed for 3 hours and, after the excess thionylchloride had been distilled off, was distilled under reduced pressure to give 46.2g of 2-bromo-3-phenylpropionylchloride. (b.p. 100°- 101°C/4 mmHg)

Workup

  1. temperaturethe mixture was refluxed for 3 hours
  2. distillationafter the excess thionylchloride had been distilled off
  3. distillationwas distilled under reduced pressure

Sources & evidence

ORD record
ord-143360e4a8474e3e9dbcd89db64d2196
Source dataset
uspto-grants-1976_07
Patent number
US03971828

Reaction notes

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