3,4-dihydro-2H-pyran → HCID 20611039, compound

Participants

Reaction Steps

8.4 g of 11β-fluoro-7α-(5-bromopentyl)-3-hydroxyestra-1,3,5(10)-trien-17-one in 90 ml of tetrahydrofuran are allowed to react at room temperature with 9.0 ml of 3,4-dihydropyran and 805 mg of p-toluenesulphonic acid hydrate. After 7 h, 1 ml of triethylamine is added, and the mixture is diluted with ethyl acetate, washed with saturated sodium chloride solution until neutral and dried over sodium sulphate. Chromatography on silica gel using a hexane-ethyl acetate gradient affords 7.6 g of 11β-fluoro-7α-(5-bromopentyl)-3-(tetrahydropyran-2-yloxy)oestra-1,3,5(10)-trien-17-one as a foam.

Provenance & Evidence