Ammonia → HCID 70627028, compound

Participants

Reaction Steps

At -30° C., 1.5 g. of 17-acetoxy-6-chloro-1α,2α -methylene-4,6,9(11)-pregnatriene-3,20 -dione and 1.5 g. of N-bromosuccinimide are added in succession to 7.5 ml. of a 70% solution of hydrogen fluoride in pyridine. After 1.5 hours, the solution is introduced into a mixture of ice water and 25% ammonia solution. The thus-precipitated product is vacuum-filtered, washed with water, dissolved in ethyl acetate, and dried over sodium sulfate. The crude product is recrystallized from acetone/hexane. Yield: 836 mg. of 17-acetoxy-9-bromo-6-chloro-11β-fluoro-1α,2α -methylene-4,6-pregnadiene-3,20 -dione; m.p. 189°-191° C. (under decomposition). UV: ε283 = 13,400.

Provenance & Evidence