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

HRID 1154629Notes

Reaction equation

HRID 1154629 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

600 ml of thionyl chloride were added dropwise to a suspension of 549.4 gm of 3,4-dimethoxyphenyl-acetic acid in 600 ml of methylene chloride, while stirring, over a period of 2 hours. After the evolution of gas had ceased (16 hours), the mixture was refluxed for an hour. After the volatile components had been removed, the residue was distilled in vacuo.

Workup

  1. custom(16 hours)
  2. temperaturethe mixture was refluxed for an hour
  3. customAfter the volatile components had been removed
  4. distillationthe residue was distilled in vacuo

Sources & evidence

ORD record
ord-0881edcf714d47f2bc25baafd952809c
Source dataset
uspto-grants-1984_12
Patent number
US04490369

Reaction notes

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