Lithium Bromide → 7alpha-(5-Acetoxypentyl)-11-fluoro-3-hydroxyoestra-1,3,5(10)-trien-17-one

Participants

Reaction Steps

18.6 g of copper(II) bromide and 3.6 g of lithium bromide are added at 80° C. to 16.5 g of 7α-(5-acetoxy-pentyl)-11β-fluorooestr-4-ene-3,17-dione in 190 ml of acetonitrile. After 15 min, the reaction mixture is stirred into ice-water containing sodium hydrogen-carbonate. The precipitated product is filtered off with suction, dissolved in ethyl acetate, and the solution is washed with water, dried and concentrated in vacuo. After chromatographing the crude product on silica gel using a hexane-ethyl acetate gradient, 8.5 g of 7α-(5-acetoxypentyl)-11β-fluoro-3-hydroxyoestra-1,3,5(10)-trien-17-one are obtained as a foam.

Provenance & Evidence