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

HRID 224330

Reaction equation

HRID 224330 reaction equation
[CH3:1][O:2][C:3]1[CH:4]=[C:5]([CH2:11][C:12]([OH:14])=O)[CH:6]=[CH:7][C:8]=1[O:9][CH3:10].S(Cl)([Cl:17])=O>C1C=CC=CC=1>[CH3:1][O:2][C:3]1[CH:4]=[C:5]([CH2:11][C:12]([Cl:17])=[O:14])[CH:6]=[CH:7][C:8]=1[O:9][CH3:10]

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 241BenzeneSolvent

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.

Workup

  1. temperaturerefluxed for 2 hr
  2. customThe solvent and SOCl2 were removed on a rotary evaporator
  3. additionTwo additional quantities of dry benzene were added to the residue
  4. customfollowed by rotary evaporation which

Sources & evidence

ORD record
ord-443b7a78d92843cb864c7a958b3edf6d
Source dataset
uspto-grants-1980_11
Patent number
US04232014

Linked notes

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