反应详情

A suspension of 570 mg of 2-methoxy-17-oxo-estra-1,3,5(10)-trien-3-yl sulfamate, 365 mg of hydroxylamine hydrochloride and 441 mg of sodium bicarbonate in 8 ml of methanol was stirred under reflux for one hour. Then, it was mixed with 30 ml each of water and ethyl acetate. After phase separation, the aqueous phase was extracted twice more with 15 ml each of ethyl acetate. The combined organic phases were first washed with 15 ml of 0.5N HCl and then with saturated NaCl solution, dried on sodium sulfate and concentrated by evaporation in a rotary evaporator. The crude product was purified by flash chromatography (toluene/ethyl acetate 3:1). 444 mg (73%) of 2-methoxy-(E)-17-(oximino)-estra-1,3,5(10)-trien-3-yl sulfamate (17) was obtained as colorless crystals.

1. temperatureunder reflux for one hour
2. customAfter phase separation
3. extractionthe aqueous phase was extracted twice more with 15 ml each of ethyl acetate
4. washThe combined organic phases were first washed with 15 ml of 0.5N HCl
5. dry with materialwith saturated NaCl solution, dried on sodium sulfate
6. concentrationconcentrated by evaporation in a rotary evaporator
7. customThe crude product was purified by flash chromatography (toluene/ethyl acetate 3:1)