17beta-Carbamoyl-5alpha-androst-2-en-11-one → 17beta-Cyano-5alpha-androst-2-en-11-one

Participants

Reaction Steps

17β-Carbamoyl-5α-androst-2-en-11-one (4.0g., 13 mmole) and polyphosphate ester (20g.) were refluxed in chloroform (200 ml.) for 20 hr. The chloroform was removed by evaporation and the residue stirred with aqueous 10% sodium carbonate (150 ml.) for an hour. The mixture was extracted with ether and the extract washed (H2O), dried filtered and evaporated to give a solid which, after recrystallisation from chloroform/cyclohexane, gave the title compound (2.17g); m.p. 189°-191°; [α]D + 152°, (c 0.9).

Provenance & Evidence