Sodium Chloride → HCID 67576704, compound

Participants

Reaction Conditions

Reaction Steps

10 g of the 3,3-(ethylenedioxy)-5α-hydroxy-6β-methyl-11β-(4-trifluoromethylsulphonyloxyphenyl)-oestran-17-one prepared in accordance with the directions given in Example 4 e) are dissolved in a mixture of 80 ml of toluene and 35 ml of ethanol and 1 g of palladium tetrakistriphenylphosphine, 1.47 g of lithium chloride, 22.5 ml of 2M sodium carbonate solution and 2.8 g of diethyl-(3-pyridyl)-borane are added in succession. The reaction mixture is then stirred at 110° C. for 3 hours and cooled to room temperature, and saturated sodium chloride solution is added. The organic phase is removed, washed in succession with 5% sodium hydroxide solution and water, dried over sodium sulphate and concentrated in vacuo. The residue is chromatographed on silica gel with a mixture of ethyl acetate/hexane. 7.53 g of 3,3-(ethylenedioxy)-5α-hydroxy-6β-methyl-11β-[4-(3-pyridyl)-phenyl]-oestran-17-one are obtained in the form of a white foam.

Provenance & Evidence