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

HRID 2290208Notes

Reaction equation

HRID 2290208 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

Over a period of two hours, 600 ml of thionyl chloride are added dropwise, under stirring, to a suspension of 549.4 gm of 3,4-dimethoxy-phenylacetic acid in 600 ml of methylene chloride. After the development of gas has ended (16 hours), the mixture is refluxed for a further hour. Once the highly volatile components have been removed, the residue is distilled in vacuo.

Workup

  1. custom(16 hours)
  2. temperaturethe mixture is refluxed for a further hour
  3. customOnce the highly volatile components have been removed
  4. distillationthe residue is distilled in vacuo

Sources & evidence

ORD record
ord-1c6c97bf35b44dc18ebb6e0535d34d6e
Source dataset
uspto-grants-1986_10
Patent number
US04616011

Reaction notes

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