4-Phenyl-1-(4-pyridyl)-piperidin-2,6-dione → 4-Phenyl-1-(4-piperidinyl)-piperidin-2,6-dione

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Reaction Steps

The mixture of 14.6 g of 4-phenyl-1-(4-pyridyl)-piperidin-2,6-dione, 12.3 g of 10% palladium on carbon and 200 ml of glacial acetic acid is hydrogenated at 1.7 atm. and 100° for 8 hours. After cooling, the mixture is filtered, evaporated, the residue dissolved in the minimum amount of water and the solution basified with sodium carbonate. It is extracted with ethyl acetate, the extract evaporated and the residue crystallized by trituration with 75 ml of diethyl ether-hexane (3:1) and recrystallized from 50 ml of isopropanol to yield the 4-phenyl-1-(4-piperidinyl)-piperidin-2,6-dione melting at 182°-189°; its p-methoxyphenyl analog melts at 127°-129°.

Provenance & Evidence