反応 #456232
ord-ba6a0d64a1d944519e6b388b13fddc0e
反応方程式
反応条件
詳細条件
See reaction.notes.procedure_details.
後処理
- 1洗浄washed with sodium bicarbonate solution as well as with saturated sodium chloride solution
- 2その他dried on sodium sulfate
- 3濃縮concentrated by evaporation in a vacuum
- 4その他chromatographed on silica gel with hexane/acetone/triethylamine
実験手順
A suspension of 2.0 g of 3-hydroxy-estra-1,3,5(10),8-tetraen-17-one in 20 ml of tetrahydrofuran and 2.0 ml of dihydropyran is stirred with 9.4 mg of para-toluenesulfonic acid for 3 hours at room temperature. Then, 0.3 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/triethylamine. 2.4 g of 3-tetrahydropyranyloxy-estra-1,3,5(10),8-tetraen-17-one is obtained as colorless crystals with a melting point of 122-125° C., [α]D22 =+0.00° (c=0.515% in pyridine).