Acetyl chloride → Methyl 3-(4-methylphenyl)-2-propenoate

HRID 615501

Reaction equation

HRID 615501 reaction equation
[CH3:1][C:2]1[CH:12]=[CH:11][C:5]([CH:6]=[CH:7][C:8]([OH:10])=[O:9])=[CH:4][CH:3]=1.[C:13](Cl)(=O)C>CO>[CH3:1][C:2]1[CH:12]=[CH:11][C:5]([CH:6]=[CH:7][C:8]([O:10][CH3:13])=[O:9])=[CH:4][CH:3]=1

Participants

4

Reactant 2

HCID 6367Acetyl chlorideHCID 158353-(p-Tolyl)acrylic acid

Product 1

HCID 589472Methyl 3-(4-methylphenyl)-2-propenoate

Reagents, catalysts & solvents 1

HCID 887MethanolSolvent

Procedure

A solution of 6.0 g (37.0 mmol) of 4-methylcinnamic acid in 120 ml of anhydrous MeOH was treated with 6 ml of acetyl chloride and stirred at reflux for 18 hours. Evaporation of the MeOH gave the title ester as a white solid, mp 53.5°-57.5° C.

Workup

  1. temperatureat reflux for 18 hours
  2. customEvaporation of the MeOH

Sources & evidence

ORD record
ord-48020e780ce84bf2a68e8cb41673e567
Source dataset
uspto-grants-1985_02
Patent number
US04499299

Linked notes

Loading…