Acetone → HCID 19874499, compound

Participants

Reaction Steps

A mixture 1-benzyl-4-[4-(2,2-ethylene dioxypropyl)phenyl] piperidin-4-ol (3.0 g) and 4-toluenesulphonic acid (1.9 g) in benzene, was heated under reflux for 3 hr. using a Dean and Stark head. The cooled reaction mixture was washed with 1.2M sodium bicarbonate solution (1×50 ml) water, (2×50 ml , dried (magnesium sulphate), filtered, evaporated in vacuo, and chromatographed on silica. Elution with chloroform gave an oil which was dissolved in acetone and treated with 2M hydrochloric acid (5 ml) at room temperature for 4 h. The solvent was removed in vacuo, the residue dissolved in ether, washed with 1.2M sodium hydrogen carbonate (1×50 ml), water (2×50 ml), dried (magnesium sulphate), filtered and evaporated in vacuo to give 4-(1-benzyl-1,2,3,6-tetrahydropyridyl)phenyl propan-2-one, 1.5 g.

Provenance & Evidence