Triphenylphosphine → 1-t-Butoxycarbonyl-2-(2-{2-[2-(3-methoxyphenyl)ethyl]phenoxy}ethyl)piperidine

Participants

Reaction Steps

Following a procedure similar to that described in Example 36(a), 1.00 g of 2-[2-(3-methoxyphenyl)ethyl]phenol (prepared as described in Preparation 20), 1.51 g of 1-t-butoxycarbonyl-2-(2-hydroxyethyl)piperidine, 1.72 g of triphenylphosphine and 1.14 g of diethyl azodicarboxylate were reacted in 20 ml of methylene chloride. The mixture was then worked up as described in Example 36(a), and the crude product thus obtained was purified by column chromatography through silica gel, using a 4:1 by volume mixture of hexane and ethyl acetate as the eluent, to give 0.630 g (yield 32%) of the title compound as a colorless oil.

Provenance & Evidence