3-(4-Benzyloxyphenyl)-2-ethoxy-3-methylacrylic acid ethyl ester → HCID 54190417, compound

HRID 987257Notes

Reaction equation

HRID 987257 reaction equation
[CH2:1]([O:3][C:4](=[O:25])[C:5]([O:22][CH2:23][CH3:24])=[C:6]([C:8]1[CH:13]=[CH:12][C:11]([O:14]CC2C=CC=CC=2)=[CH:10][CH:9]=1)[CH3:7])[CH3:2]>C(OCC)(=O)C.[Pd]>[CH2:1]([O:3][C:4](=[O:25])[CH:5]([O:22][CH2:23][CH3:24])[CH:6]([C:8]1[CH:9]=[CH:10][C:11]([OH:14])=[CH:12][CH:13]=1)[CH3:7])[CH3:2]

Participants

4

Reactant 1

HCID 540135133-(4-Benzyloxyphenyl)-2-ethoxy-3-methylacrylic acid ethyl ester

Product 1

HCID 54190417HCID 54190417, compoundYield 94%

Reagents, catalysts & solvents 2

HCID 23938PalladiumCatalystHCID 8857Ethyl AcetateSolvent

Procedure

3-(4-Benzyloxyphenyl)-2-ethoxy-3-methylacrylic acid ethyl ester (1.58 g; 4.64 mmole) was hydrogenated at atmospheric pressure in ethyl acetate (20 ml) using Pd/C (wet) as catalyst. After filtration through celite, the solvent was evaporated in vacuo to give (1.1 g; yield 94%) of 3-(4-hydroxyphenyl)-2-ethoxybutanoic acid ethyl ester as a diastereomeric mixture.

Workup

  1. filtrationAfter filtration through celite
  2. customthe solvent was evaporated in vacuo

Sources & evidence

ORD record
ord-4d29bf98154a4b8bbfa5327c49dc6c1a
Source dataset
uspto-grants-2003_10
Patent number
US06630600B1

Reaction notes

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