Ethyl 3-(3-(benzyloxy)-5-methoxyphenyl)acrylate → Ethyl 3-(3-hydroxy-5-methoxyphenyl)propanoate
Reaction equation
[CH2:1]([O:8][C:9]1[CH:10]=[C:11]([CH:17]=[CH:18][C:19]([O:21][CH2:22][CH3:23])=[O:20])[CH:12]=[C:13]([O:15]C)[CH:14]=1)C1C=CC=CC=1>CO.[Pd]>[OH:15][C:13]1[CH:12]=[C:11]([CH2:17][CH2:18][C:19]([O:21][CH2:22][CH3:23])=[O:20])[CH:10]=[C:9]([O:8][CH3:1])[CH:14]=1Participants
4
Reactant 1
Product 1
Reagents, catalysts & solvents 2
Procedure
To a solution of ethyl 3-(3-(benzyloxy)-5-methoxyphenyl)acrylate (6.00 g) in methanol (100 mL) was added 10% palladium-activated carbon (500 mg) was added, and the mixture was stirred for 15 hr under a hydrogen atmosphere. The reaction mixture was filtered, and the filtrate was concentrated under reduced pressure. The residue was purified by silica gel column chromatography (ethyl acetate/hexane) to give the title compound (4.00 g) as a colorless oil.