Ethylenediamine → HCID 86740722, compound

Participants

Reaction Steps

In an inert pressurizable vessel is placed 3-methoxyandrosta-3,5-dien-17-one (I Aa, 15 g) THF (60 ml), milled potassium hydroxide (15 g), t-butanol (1.5 ml), and ethylenediamine (10 ml). The stirred mixture is heated to 53° and a 15-pound partial pressure of acetylene is applied. These conditions are maintained for 3 hr at which time TLC indicates a mixture of ethisterone methyl enol ether and epiethisterone methyl enol ether. The reaction mixture is quenched with phosphate buffer (pH=7) and methylene chloride is used to isolate the product as an oil. The resulting oil is crystallized from toluene to give epi-ethisterone enol ether of approximately 90% purity.

Provenance & Evidence