Reaction #792143

Reaction equation

(E)-1-(2-hydroxy-4,5-dimethylphenyl)-3-(pyridine-2-yl)prop-2-en-1-one

→

final compound

Yield 49.2%

1-(2-hydroxy-4,5-dimethylphenyl)-3-(pyridine-2-yl)propan-1-one

Yield 49.2%

Solvents

EtOAc

Conditions

Workup

1. 1
   Filtrationthe catalyst was filtered off
2. 2
   OtherThe crude product was purified by chromatography on silica gel (20% EtOAc/hexane)

Procedure

In a 250 ml round-bottom flask, (E)-1-(2-hydroxy-4,5-dimethylphenyl)-3-(pyridine-2-yl)prop-2-en-1-one (1.17 g, 4.62 mmol) and 0.18 g of 10% Pd/C were mixed together in wet EtOAc. Hydrogenation was conducted at atmospheric pressure, then the catalyst was filtered off. The crude product was purified by chromatography on silica gel (20% EtOAc/hexane) to provide 0.58 g (47.7%) of final compound.

Source