HCID 15513557, compound → HCID 9882063, compound

Participants

Reaction Steps

200 mg of lithium aluminum hydride is added to the solution of 90 mg of 11β-fluoro-3-mesyloxy-gona-1,3,5(10)-trien-17-one in 10 ml of anhydrous THF, and it is stirred for 2 hours while being cooled with ice, for 16 hours at room temperature and for 1 hour under reflux. After cooling, it is mixed with saturated common salt solution, extracted with ethyl acetate, the organic phase is dried with sodium sulfate, and the solvent is concentrated by evaporation. The residue is chromatographed on silica gel with hexane and ethyl acetate, 42 mg of 11β-fluoro-gonadiol (59% of theory) is isolated as a solid foam.

Provenance & Evidence