Thionyl Chloride → 3-(3-Bromo-4-methoxyphenyl)propanoyl chloride

HRID 1455710Notes

Reaction equation

HRID 1455710 reaction equation
S(Cl)([Cl:3])=O.[Br:5][C:6]1[CH:7]=[C:8]([CH2:14][CH2:15][C:16]([OH:18])=O)[CH:9]=[CH:10][C:11]=1[O:12][CH3:13]>C(Cl)(Cl)Cl>[Br:5][C:6]1[CH:7]=[C:8]([CH2:14][CH2:15][C:16]([Cl:3])=[O:18])[CH:9]=[CH:10][C:11]=1[O:12][CH3:13]

Participants

4

Reactant 2

HCID 24386Thionyl ChlorideHCID 45476083-(3-Bromo-4-methoxyphenyl)propanoic acid

Product 1

HCID 866051613-(3-Bromo-4-methoxyphenyl)propanoyl chloride

Reagents, catalysts & solvents 1

HCID 6212ChloroformSolvent

Procedure

A solution of 102.4 g (0.86 mol) of thionyl chloride is added to a solution of 51.8 g (0.2 mol) of 3-(3-bromo-4-methoxyphenyl)propanoic acid in 700 ml of chloroform. The mixture is heated at reflux for 4 hours, and the solvent is then evaporated off. 53 g are obtained.

Workup

  1. temperatureThe mixture is heated
  2. temperatureat reflux for 4 hours
  3. customthe solvent is then evaporated off
  4. custom53 g are obtained

Sources & evidence

ORD record
ord-0ee2744e847249628c9e61bc778d8953
Source dataset
uspto-grants-2009_01
Patent number
US07482484B2

Reaction notes

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