反应详情

10.5 g of 7α-(11-acetoxyundecyl)-4-estrene-3,17-dione in 58.5 ml of acetonitrile is added to a solution of 9.1 g of copper(II) bromide and 1.78 g of lithium bromide in 141 ml of acetonitrile and heated under reflux for 0.5 hour. Then the mixture is cooled to 0°, gradually combined with 235 ml of sodium bicarbonate solution, extracted three times with ethyl acetate, washed with water and sodium chloride solution, dried over sodium sulfate, concentrated to dryness under vacuum, and chromatographed on silica gel with hexane/ethyl acetate, thus obtaining 7.5 g of 3-acetoxy-7α-(11-acetoxyundecyl)-1,3,5(10)-estratrien-17-one, [α]D =75.8°, as an oil.

1. temperatureheated
2. temperatureunder reflux for 0.5 hour
3. temperatureThen the mixture is cooled to 0°
4. extractionextracted three times with ethyl acetate
5. washwashed with water and sodium chloride solution
6. dry with materialdried over sodium sulfate
7. concentrationconcentrated to dryness under vacuum
8. customchromatographed on silica gel with hexane/ethyl acetate