Reaction #2348131

Reaction equation

4,4′-dihydroxystilbene

→

4-[4-Hydroxy-phenethyl]-phenol

Yield 97.1%

Solvents

MeOH

EtOAc

Conditions

Workup

1. 1
   OtherThe catalyst was removed by filtration
2. 2
   Concentrationthe filtrate was concentrated
3. 3
   OtherChromatography purification of the crude product on silica gel (hexane-EtOAc 3:1, 2;1)

Procedure

A solution of 4,4′-dihydroxystilbene (250 mg, 1.178 mmol) in MeOH (10 mL) and EtOAc (2 mL) containing 5% Pd-C (120 mg) was stirred under an atmosphere of hydrogen for 2 h. The catalyst was removed by filtration and the filtrate was concentrated. Chromatography purification of the crude product on silica gel (hexane-EtOAc 3:1, 2;1) provided 245 mg of 4-[4-Hydroxy-phenethyl]-phenol (97%) as a white solid. MS (ES) m/z: 213.05 (M−1).

Source