Dichloromethane → HCID 22804191, compound

Participants

Reaction Steps

25 g. (0.056 mole) of 2β-chloro-3α-hydroxy-17-oxo-16β-piperidino-5α-androstane-hydrochloride are dissolved in the mixture of 52 ml. of methylene chloride and 125 ml. of methanol. Under vigorous stirring 2.75 g. (0.069 mole) of pulverized sodium hydroxide and at a temperature of 15°-20° C. 12.5 g. (0.33 mole) of sodium borohydride are added to the solution. The product precipitated immediately. The crystalline solution is stirred for 5 hours, whereafter the product is filtered and washed with water. The mother liquor is evaporated at reduced pressure at a temperature of below 30° C, the residue is triturated with water, the mixture is filtered and the second crop above the filter is washed with water. The 2 fractions are combined, dried in vacuo at 50° C, followed by recrystallization from acetone.

Provenance & Evidence