Hydrochloric Acid → HCID 54469704, compound

Participants

Reaction Steps

A solution of 8.29 g. ethyl 4-[2-(1-naphthyloxy)propionamido]benzoate in 75 ml. tetrahydrofuran is reacted with 34 ml. 1 M diborane in tetrahydrofuran. After stirring at room temperature for 5 days, the solution is poured into 750 ml. 5% HCl, stirred for about 1/2 hour until foaming stopped, and extracted three times with 250 ml. portions of methylene chloride. The combined extracts are washed with 200 ml. brine, dried and condensed to nearly colorless oil. Crystallization from acetonitrile yield white solid, m.p. 110°-111.5° C.

Provenance & Evidence