Potassium Cyanide → HCID 15481973, compound

Participants

Reaction Conditions

Reaction Steps

A suspension of 2.23 g (3.31 mmol) of 3β,17β-bis-(tert-butyldimethylsilyloxy)-5-(2-iodoethyl)-5β-androst-9(11)-ene (Example 4e) and 948 mg (15.11 mmol) of KCN in 48 ml of DMF is stirred for 36 hours at 60° C. under argon. After cooling, it is poured into ice-cold 1N NaOH solution and extracted with dichloromethane. After chromatography of the crude product on silica gel with hexane/ethyl acetate, 1.56 g (75.5% of theory) of the nitrile with a melting point of 194-195° C. (hexane), [α]D +15.0° (CHCl3, c=0.5), is obtained.

Provenance & Evidence