Methyl 3-(2,4-dimethoxyphenyl)prop-2-enoate → 3-(2,4-Dimethoxyphenyl)propionic acid methyl ester

HRID 893416Notes

Reaction equation

HRID 893416 reaction equation
[CH3:1][O:2][C:3]1[CH:14]=[C:13]([O:15][CH3:16])[CH:12]=[CH:11][C:4]=1[CH:5]=[CH:6][C:7]([O:9][CH3:10])=[O:8]>CO>[CH3:1][O:2][C:3]1[CH:14]=[C:13]([O:15][CH3:16])[CH:12]=[CH:11][C:4]=1[CH2:5][CH2:6][C:7]([O:9][CH3:10])=[O:8]

Participants

3

Reactant 1

HCID 54162205Methyl 3-(2,4-dimethoxyphenyl)prop-2-enoate

Product 1

HCID 145211583-(2,4-Dimethoxyphenyl)propionic acid methyl ester

Reagents, catalysts & solvents 1

HCID 887MethanolSolvent

Procedure

113.8 g of methyl 2,4-dimethoxycinnamate are dissolved in 1.5 1 of methanol while heating and are hydrogenated on 5 g of catalyst (10% Pd/C). The catalyst is removed by filtration and the filtrate is concentrated. 113 g of an oil remain and are immediately used in the subsequent Friedel-Crafts acylation.

Workup

  1. temperaturewhile heating
  2. customThe catalyst is removed by filtration
  3. concentrationthe filtrate is concentrated

Sources & evidence

ORD record
ord-ec4adbdfa28e41358ef389642fef436c
Source dataset
uspto-grants-1992_06
Patent number
US05124478

Reaction notes

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