Ethylene Glycol → HCID 12796495, compound

Participants

Reaction Steps

A solution of 2β-ethoxy-3α-hydroxy-5α-androstane-11,17-dione (8 g) in chloroform (80 ml) containing ethylene glycol (13 ml), ethyl orthoformate (8.3 ml) and p-toluene sulphonic acid (160 mg) was kept at room temperature overnight. The reaction mixture was washed with sodium bicarbonate solution and water, dried (Na2SO4) and evaporated in vacuo. Purification of the residual froth (8.6 g) by preparative thin layer chromatography over silica (acetone-petroleum ether 3:7) and crystallization from ethyl acetate-petroleum ether afforded the title compound m.p. 142°-145°, [α]D +18.2°.

Provenance & Evidence