HCID 10664064, compound → HCID 10686415, compound

Participants

Reaction Conditions

Reaction Steps

6β-Propargyl-5α-hydroxyestrane-3,17-dione (11). The 6β-propargyl triol 9 (0.6 mmol) was dissolved in acetone (30 ml) and cooled to 4° C. followed by dropwise addition of Jone's reagent until the solution turned light brown. The reaction mixture was stirred at 4° C. for approximately 5 minutes, was diluted with water, extracted with ethyl acetate, washed (5% NaHCO3, brine, water) and dried, The ethyl acetate was evaporated in vacuo and the product obtained was purified by column chromatography to yield the dione 11 in 90% yield: m.p. 186°-188° C.; 1H-NMR (CDCl3) δ 0.91 (s, 3H, 18-CH3), 2.65 (d, 1H, 6-H).

Provenance & Evidence