Water → HCID 22165613, compound

Participants

Reaction Steps

A solution of 7.4 g (18.6 mmole) of 1-[(diphenylmethoxy) acetyl]-4-phenylpiperidine in 60 cm3 of tetrahydrofuran was added to a solution of 1.1 g (29.7 mmole) of lithium aluminum hydride in 100 cm3 of tetrahydrofuran. The mixture was heated to a reflux for 12 hours and, after cooling to room temperature, hydrolyzed with 5.5 cm3 of water. 200 cm3 of ether was added. The alkaline residues were washed with ether. The ethereal solutions were collected, dried on sodium sulfate and concentrated under reduced pressure. The residue was dissolved in 30 cm3 of acetone. A solution of 1.7 g (18.9 mmole) of oxalic acid in 150 cm3 of acetone was added. The 1-[2-(diphenylmethoxy)ethyl]-4-phenyl piperidine oxalate precipitate was filtered, then recrystallized from an acetone-ethanol mixture.

Provenance & Evidence