Ammonium Chloride → 19-t-Butyldimethylsiloxy-5-androstene-3,17-dione

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Reaction Steps

To a solution of potassium t-butoxide in dimethylsulfoxide at 25° C. under nitrogen is added a solution of 19-t-butyldimethylsiloxy-4-androstene-3,17-dione in dimethylsulfoxide with stirring. After 15 minutes the mixture is poured onto a cold aqueous ammonium chloride solution. The solid which forms is rapidly filtered, washed well with water and dissolved in ether. The ether solution is washed well with water and dried over sodium sulfate. Evaporation of the ether at room temperature yields 19-t-butyldimethylsiloxy-5-androstene-3,17-dione.

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