Hydrochloric Acid → HCID 68949346, compound

Participants

Reaction Conditions

Reaction Steps

25.4 g of copper(II) bromide and 4.9 g of lithium bromide in 95 ml of anhydrous acetonitrile are added at 80° C. to 22.1 g of 7α-(5-chloropentyl)-11β-fluorooestr-4-ene-3,17-dione in 160 ml of anhydrous acetonitrile. After 20 minutes, the reaction mixture is cooled to 0° C. and 200 ml of saturated sodium hydrogencarbonate solution are added dropwise. The solution is then stirred into 750 ml of water, brought to pH=6 with 2N hydrochloric acid, extracted 3 times with ethyl acetate, washed with sodium chloride solution, dried over magnesium sulphate and concentrated in vacuo. Chromatography of the crude produre o silica gel using a hexane-ethyl acetate gradient yields 14.7 g of 7α-(5-chloropentyl)-11β-fluoro-3-hydroxyestra-1,3,5(10)-trien-17-one.

Provenance & Evidence