2-(2-(3-Methoxyphenyl)ethyl)phenol → (R)-1-t-Butoxycarbonyl-2-{2-[2-(3-methoxyphenyl) ethyl]phenoxymethyl}pyrrolidine

Participants

Reaction Steps

Following a procedure similar to that described in Example 40(a), 1.00 g of 2-[2-(3-methoxyphenyl)ethyl]phenol (prepared as described in Preparation 20), 0.740 g of potassium t-butoxide and 2.33 g of (R)-1-t-butoxycarbonyl-2-(p-toluenesulfonyloxymethyl)pyrrolidine were reacted in 10 ml of dimethylacetamide. The mixture was then worked up as described in Example 40(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 1.54 g (yield 85%) of the title compound as a colorless oil.

Provenance & Evidence