Acetone → HCID 53660110, compound

Participants

Reaction Steps

0.2 ml of Jones reagent was added dropwise at 0° C. to a mixture of 203 mg of 17-oxaandrost-5-en-3β-ol and 20 ml of acetone, and the mixture was stirred for 20 minutes. Water was added to the reaction mixture and the product was extracted with ethyl acetate. The extract was washed with 5% aqueous sodium bicarbonate solution and saturated saline, and dried over anhydrous magnesium sulfate. The solvent was distilled out, and the resultant 17-oxaandrost-5-en-3-one was dissolved in 10 ml of acetone. After addition of 0.01 ml of concentrated sulfuric acid, the reaction mixture was stirred at room temperature for 2 hours. Water was added to the reaction mixture and the product was extracted with ethyl acetate. The extract was washed with 5% aqueous sodium bicarbonate solution and saturated saline, and dried over anhydrous magnesium sulfate. The solvent was distilled out, and the resultant product was purified by TLC [developing solvent; chloroform: acetone (9:1)] to obtain 102 mg of 17-oxaandrost-4-en-3-one.

Provenance & Evidence