(3,4-Dimethoxyphenyl)acetic acid → (3,4-Dimethoxyphenyl)acetyl chloride

HRID 648952Notes

Reaction equation

HRID 648952 reaction equation
S(Cl)([Cl:3])=O.[CH3:5][O:6][C:7]1[CH:8]=[C:9]([CH2:15][C:16]([OH:18])=O)[CH:10]=[CH:11][C:12]=1[O:13][CH3:14]>C(Cl)Cl>[CH3:5][O:6][C:7]1[CH:8]=[C:9]([CH2:15][C:16]([Cl:3])=[O:18])[CH:10]=[CH:11][C:12]=1[O:13][CH3:14]

Participants

4

Reactant 2

HCID 7139(3,4-Dimethoxyphenyl)acetic acidHCID 24386Thionyl Chloride

Product 1

HCID 3604458(3,4-Dimethoxyphenyl)acetyl chloride

Reagents, catalysts & solvents 1

HCID 6344DichloromethaneSolvent

Procedure

First, thionyl chloride (600 ml) is added dropwise with stirring over a period of 2 hours to a suspension of 3,4-dimethoxy-phenylacetic acid (549.4 g) in methylene chloride (600 ml). After the evolution of gas has ended (16 hours) the mixture is refluxed for a further hour. After the volatile components have been eluminated the residue is distilled in vacuo.

Workup

  1. custom(16 hours)
  2. temperatureis refluxed for a further hour
  3. distillationis distilled in vacuo

Sources & evidence

ORD record
ord-42d73cc31ef04012b26668f12f414beb
Source dataset
uspto-grants-1988_04
Patent number
US04737495

Reaction notes

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