Acetic Acid → HCID 11820506, compound

Participants

Reaction Steps

A mixture of 3-methyl-2-[2-(4-nitrophenyl)vinyl]pyridine (13.0 g) in ethanol (250 ml), tetrahydrofuran 250 ml) and acetic acid (13 ml) was hydrogenated over 10% palladium on carbon (3 g) under atmospheric pressure of hydrogen gas for 7 hours at ambient temperature. The catalyst was removed by filtration and the filtrate was evaporated in vacuo. The residue was dissolved in a mixture of ethyl acetate and water and the resultant solution was adjusted to pH 7.0 with aqueous 20% potassium carbonate. The separated organic layer was washed with brine and dried over magnesium sulfate. The solvent was evaporated in vacuo and the residue was crystallized from diethyl ether and diisopropyl ether to give 3-methyl-2-[2-(4-aminophenyl)ethyl]pyridine (10.5 g).

Provenance & Evidence