Tetrahydrofuran → HCID 12796519, compound

Participants

Reaction Steps

A solution of 11α-N,N-dimethylamino-2β-ethoxy-5α-androst-16-en-3α-ol (1.6 g) in tetrahydrofuran (40 ml) and water (16.5 ml) containing N-bromosuccinimide (1.05 g) and 60% perchloric acid (2 ml) was kept overnight at room temperature. The reaction mixture was partitioned between ethyl acetate and potassium carbonate solution and the organic extract was washed, dried (Na2SO4) and evaporated in vacuo. Purification of the residue by preparative thin layer chromatography over silica (ethyl acetate:petroleum ether 1:1) and crystallization from ether afforded the title compound m.p. 173°-174°, [α]D -53.6°.

Provenance & Evidence