HCID 21225731, compound → HCID 22789973, compound

Participants

Reaction Steps

2.0 g. of 1-methoxy-17,17-ethylenedioxy-4-methyl-1,3,5(10)-estratriene is heated for 24 hours under reflux and nitrogen purging in 20 ml. of toluene with 25 ml. of diethylaluminum hydride (20% in toluene). The reaction mixture is decomposed and worked up as described in Example 3. The dried residue is extracted with a methylene chloride-methanol mixture (1:1), concentrated to dryness under vacuum, and crystallized from hexane. After recrystallization from methylene chloride-isopropyl ether with carbon, 1.57 g. of 4-methyl-1,3,5(10)-estratriene-1,17β-diol, m.p. 226°-229° C., is obtained. [α]D = +177.9° (dioxane); ε280 = 1930.

Provenance & Evidence