Potassium Bromide → HCID 9797346, compound

Participants

Reaction Steps

6β-Propargyl-5α-hydroxyandrostane-3,17-dione (10). The 6β-propargyl bisketal 8 (0.6 mmol) was dissolved in acetone (30 ml) and p-TSOH (5 mg) was added. The reaction mixture was stirred at room temperature for 3 hours, diluted with ethyl acetate, washed (5% NaHCO3, brine, water) and dried. The ethyl acetate was removed in vacuo and the product was purified by column chromatography to yield the dione 90% yield; m.p. 145°-146° C.; IR (KBr) 3475 (C C--H), 3300 (OH), 2100, 1735 and 1715 (C=O) cm-1 ; 1H-NMR (CDCl3) δ 0.91 (s, 3H, 18-CH3), 1.21 (s, 3H 19-CH3), 3.0 (d, 1H, 4β-H).

Provenance & Evidence