3-(4-Benzyloxyphenyl)-2-ethoxy-2-methyl propanoic acid ethyl ester → 2-Ethoxy-3-(4-hydroxyphenyl)2-methyl propanoic acid ethyl ester

HRID 987287Notes

Reaction equation

HRID 987287 reaction equation
[CH2:1]([O:3][C:4](=[O:25])[C:5]([O:22][CH2:23][CH3:24])([CH3:21])[CH2:6][C:7]1[CH:12]=[CH:11][C:10]([O:13]CC2C=CC=CC=2)=[CH:9][CH:8]=1)[CH3:2]>C(OCC)(=O)C.[Pd]>[CH2:1]([O:3][C:4](=[O:25])[C:5]([O:22][CH2:23][CH3:24])([CH3:21])[CH2:6][C:7]1[CH:8]=[CH:9][C:10]([OH:13])=[CH:11][CH:12]=1)[CH3:2]

Participants

4

Reactant 1

HCID 545457393-(4-Benzyloxyphenyl)-2-ethoxy-2-methyl propanoic acid ethyl ester

Product 1

HCID 538891572-Ethoxy-3-(4-hydroxyphenyl)2-methyl propanoic acid ethyl esterYield 99.7%

Reagents, catalysts & solvents 2

HCID 23938PalladiumCatalystHCID 8857Ethyl AcetateSolvent

Procedure

3-(4-Benzyloxyphenyl)-2-ethoxy-2-methyl propanoic acid ethyl ester (0.34 g; 0.99 mmole) was hydrogenated for 18 hours at atmospheric pressure in ethyl acetate using Pd/C (0.05 g) as catalyst and then filtered through hyflo. The solvent was evaporated and 0.249 g (98% yield) of 2-ethoxy-3-(4-hydroxyphenyl)-2-methyl propanoic acid ethyl ester was obtained.

Workup

  1. filtrationfiltered through hyflo
  2. customThe solvent was evaporated

Sources & evidence

ORD record
ord-0459e2cd2a654b99a0042afa615237ce
Source dataset
uspto-grants-2003_10
Patent number
US06630600B1

Reaction notes

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