Ammonium Chloride → 17beta,19-Dihydroxy-7alpha-methyl-5-androsten-3-one

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Reaction Steps

To a solution of potassium t-butoxide in dimethylsulfoxide at 25° C. under nitrogen is added with stirring a solution of 17β,19-dihydroxy-7α-methyl-4-androsten-3-one in dimethylsulfoxide. After standing for 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. The ether is removed at room temperature to yield 17β,19-dihydroxy-7α-methyl-5-androsten-3-one.

Provenance & Evidence