Water → 1-Benzyl-4-[4-[2-(methoxymethoxy)ethyl]phenyl]piperidin-4-ol

Participants

Reaction Conditions

Reaction Steps

Into a solution of 10 g of 4-bromophenethyl methoxymethyl ether in 200 ml of tetrahydrofuran was dropped 28 ml of a 1.6 M solution of n-butyllithium in hexane at −78° C. and the resulting mixture was stirred at the same temperature for 30 minutes. After heating to −20° C., a solution of 7.0 g of 1-benzyl-4-piperidone in tetrahydrofuran (10 ml) was added thereto. The mixture was reacted at the same temperature for 2 hours. After adding water, the resulting mixture was extracted with ethyl acetate, washed with a saturated aqueous solution of sodium chloride and dried over anhydrous magnesium sulfate. After distilling off the solvent under reduced pressure, 7.6 g of the title compound was obtained as a yellow oily substance.

Provenance & Evidence