Reaction #311512

ord-443b7a78d92843cb864c7a958b3edf6d

Reaction equation

COc1ccc(CC(=O)O)cc1OC
3,4-Dimethoxyphenylacetic acid
O=S(Cl)Cl
thionyl chloride
COc1ccc(CC(=O)Cl)cc1OC
3,4-dimethoxyphenylacetyl chloride

Solvents

Conditions

Detailed conditions
See reaction.notes.procedure_details.

Workup

  1. 1
    Temperaturerefluxed for 2 hr
  2. 2
    OtherThe solvent and SOCl2 were removed on a rotary evaporator
  3. 3
    workup.ADDITIONTwo additional quantities of dry benzene were added to the residue
  4. 4
    Otherfollowed by rotary evaporation which

Procedure

3,4-Dimethoxyphenylacetic acid (6.47 g, 0.033 mole) was dissolved in 50 ml of dry benzene and refluxed for 2 hr. with excess thionyl chloride (25 ml). The solvent and SOCl2 were removed on a rotary evaporator. Two additional quantities of dry benzene were added to the residue, followed by rotary evaporation which yielded 3,4-dimethoxyphenylacetyl chloride.

Source

DOI: 10.6084/m9.figshare.5104873.v1Patent: US04232014uspto-grants-1980_11