2,3-dimethoxy-5-[(E)-2-phenylethenyl]pyridine → 2,3-Dimethoxy-5-(2-phenylethyl)pyridine

Participants

Reaction Steps

A flask containing a solution of 2,3-dimethoxy-5-[(E)-2-phenylethenyl]pyridine (Intermediate 5) (0.07 g, 0.29 mmol) in ethanol (10 ml) was evacuated and flushed with nitrogen. Palladium (10% on carbon) (0.03 g, 0.03 mmol) was added and the reaction vessel was evacuated and flushed with nitrogen before being filled with hydrogen gas from a balloon and stirred at room temperature for 45 minutes. The catalyst was removed by filtration through a pad of celite which was then washed with ethanol (20 ml). The combined organics were concentrated in vacuo to give 2,3-dimethoxy-5-(2-phenylethyl)pyridine as a colourless oil (70 mg, 99%).

Provenance & Evidence