Pyridine → HCID 10339998, compound

Participants

Reaction Steps

A suspension of 2.0 g of 11β-methoxy-3-hydroxy-estra-1,3,5(10)-trien-17-one in 20 ml of toluene, 5 ml of tetrahydrofuran and 3.0 ml of dihydropyran is stirred with 20 mg of para-toluenesulfonic acid for 24 hours at room temperature. Then, 0.5 ml of pyridine is added, diluted with ethyl acetate, washed with sodium bicarbonate solution as well as with saturated sodium chloride solution, dried on sodium sulfate, concentrated by evaporation in a vacuum and chromatographed on silica gel with hexane/acetone. 1.9 g of 11β-methoxy-3-tetrahydropyranyloxy-estra-1,3,5(10)-trien-17-one is obtained as crystals with a melting point of 147° C., [α]D22 =+147.2° (c=0.5% in pyridine).

Provenance & Evidence