4-t-Butoxycarbonyl-2-{2-[2-(3-methoxyphenyl)ethyl]phenoxymethyl}morpholine → 2-{2-[2-(3-Methoxyphenyl)ethyl]phenoxymethyl}-4-methylmorpholine

Participants

Reaction Steps

Following a procedure similar to that described in Example 38, 870 mg of 4-t-butoxycarbonyl-2-{2-[2-(3-methoxyphenyl)ethyl]phenoxymethyl}morpholine [prepared as described in Example 45(a)] were reacted with a dispersion of 113 mg of lithium aluminum hydride in 15 ml of tetrahydrofuran. The mixture was then worked up as described in Example 38, and the crude product thus obtained was purified by column chromatography through silica gel, using a 10:1 by volume mixture of methylene chloride and methanol as the eluent, to give 620 mg (yield 94%) of the title compound as a colorless oil.

Provenance & Evidence