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

HRID 1380850Notes

Reaction equation

HRID 1380850 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, thionyl chloride (600 ml) is added dropwise, with stirring, to a suspension of 3,4-dimethoxy-phenylacetic acid (549.4 g) in methylene chloride (600 ml). After the development of gas has ended (16 hours) the mixture is refluxed for a further hour. After the highly volatile components have been removed the residue is distilled in vacuo. Yield: 486 g. Bp: 134°-136° C./1.95 mbar.

Workup

  1. custom(16 hours)
  2. temperatureis refluxed for a further hour
  3. customAfter the highly volatile components have been removed the residue
  4. distillationis distilled in vacuo

Sources & evidence

ORD record
ord-05d13dc7a1024048ba4b50c1cda40a46
Source dataset
uspto-grants-1986_04
Patent number
US04584293

Reaction notes

Loading…