Water → 1-[2-(Diphenylmethoxy)ethyl]-3-(3-methoxyphenyl)piperidine oxalate

Participants

Reaction Steps

A solution of 6.6 g (15.9 mmole) of 1-[(diphenylmethoxy)acetyl]-3-(methoxyphenyl)piperidine in 50 cm3 of tetrahydrofuran was added dropwise to a solution of 0.96 g (25.4 mmole) of lithium aluminum hydride in 100 cm3 of tetrahydrofuran. The mixture was brought to reflux for 5 hours, allowed to stand overnight, then hydrolyzed by the addition of 5 cm3 of water. The alkaline residues were separated. The solution was concentrated under reduced pressure. The residue was treated with a solution of 1.5 g (16.7 mmole) of oxalic acid in 100 cm3 of acetone. The 1-[2-(diphenylmethoxy)ethyl]-3-(3-methoxyphenyl)piperidine oxalate precipitate was filtered and recrystallized from acetone.

Provenance & Evidence