Hydrochloric Acid → HCID 22885996, compound

Participants

Reaction Steps

Dissolve 4-Amino-17β-(cyclopropyloxy)androst-4-en-3-one into ethyl acetate (20 mL) and treat with 4M hydrochloric acid in dioxane (about 2 mL). Remove the solvent on a rotary evaporator. Titrate the resulting solid with ethyl acetate to give a gelatinous material and heat in a steam bath until a solid separates. Cool the mixture to room temperature and dilute with an approximately equal portion of hexane. Filter the solid and wash in ethyl acetate:hexane (1:1) and dry to obtain the title compound. IR(KBr) ν 2675, 1662, 1641 cm-1. MS(CI) 344 (100%, M+1), 286(30%, M+1, cyclopropyl-OH) 1H-NMR(CDCl3) 0.38-0.61 (4H, m, 2×CH2), 0.79(3H, s, C18 -Me), 1.25 (s, C19 -Me), 3.24 (1H, m, cyclopropyl-H), 3.42(1H, t, C17), 9.74(2H, v.br., NH.HCl). Anal. calc'd for C22H34ClNO2 : C: 69.54, H: 9.02, N:3.69; Found: C:69.06, H: 8.89, N:3.94.

Provenance & Evidence