Ethyl 3-[4-(benzyloxy)phenyl]-2-ethoxyprop-2-enoate → Ethyl 2-ethoxy-3-(4-hydroxyphenyl)propanoate

HRID 1375716Notes

Reaction equation

HRID 1375716 reaction equation
[CH2:1]([O:3][C:4](=[O:24])[C:5]([O:21][CH2:22][CH3:23])=[CH: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:24])[CH:5]([O:21][CH2:22][CH3:23])[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 54423854Ethyl 3-[4-(benzyloxy)phenyl]-2-ethoxyprop-2-enoate

Product 1

HCID 11791243Ethyl 2-ethoxy-3-(4-hydroxyphenyl)propanoateYield 100.7%

Reagents, catalysts & solvents 2

HCID 23938PalladiumCatalystHCID 8857Ethyl AcetateSolvent

Procedure

3-(4-Benzyloxyphenyl)-2-ethoxyacrylic acid ethyl ester (62 g; 0.19 mole) was hydrogenated in ethyl acetate (400 ml) at atmospheric pressure using Pd/C (10%) as catalyst. The mixture was filtered through celite and evaporated in vacuo to give 45.6 g (yield 100%) of 2-ethoxy-3-(4-hydroxyphenyl)propanoic acid ethyl ester.

Workup

  1. filtrationThe mixture was filtered through celite
  2. customevaporated in vacuo

Sources & evidence

ORD record
ord-4b5fe93df11049b998f409a2d62ab16b
Source dataset
uspto-grants-2007_01
Patent number
US07169810B2

Reaction notes

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