Reaction #451249

ord-84c79170daf541418aa1ecc3cbc7f128

Reaction equation

O=S(Cl)Cl
Thionyl chloride
COc1ccc(CC(=O)O)cc1OC
3,4-dimethoxy-phenylacetic acid
COc1ccc(CC(=O)Cl)cc1OC
3,4-Dimethoxy-phenylacetic acid chloride

Conditions

Detailed conditions
See reaction.notes.procedure_details.

Workup

  1. 1
    Other(16 hours)
  2. 2
    Temperatureis refluxed for a further hour
  3. 3
    OtherAfter the highly volatile components have been removed the residue
  4. 4
    workup.DISTILLATIONis distilled in vacuo

Procedure

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 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.

Source

DOI: 10.6084/m9.figshare.5104873.v1Patent: US04604389uspto-grants-1986_08