反应详情

温度

25 °C

In 20 ml of toluene are dissolved 1.5 g of 16β-ethyl-17β-hydroxy-4,9(10)-estradien-3-one and 1.92 g of 4-dimethylaminopyridine, and 1.6 ml of n-hexanoyloxyacetyl chloride is added. The mixture is stirred at 50°-60° C. for 3 hours. After cooling to 25° C., the mixture is poured into a mixture of ethyl acetate (200 ml) and saturated aqueous sodium hydrogen carbonate (50 ml). The organic layer is separated and the aqueous layer is extracted with ethyl acetate. These organic layers are combined, washed with water and saturated aqueous sodium chloride solution and dried over anhydrous magnesium sulfate. The solvent is then distilled off under reduced pressure and the residue is chromatographed on a silica gel column. Following passage of diisopropyl ether-n-hexane (1:1), elution is carried out with 1000 ml of a 3:2 mixture of the same solvents. The eluate is evaporated under reduced pressure to remove the solvent, giving 1.69 g of the above-identified compound as a light-yellow viscous oil.

1. additionis added
2. customThe organic layer is separated
3. extractionthe aqueous layer is extracted with ethyl acetate
4. washwashed with water and saturated aqueous sodium chloride solution
5. dry with materialdried over anhydrous magnesium sulfate
6. distillationThe solvent is then distilled off under reduced pressure
7. customthe residue is chromatographed on a silica gel column
8. washpassage of diisopropyl ether-n-hexane (1:1), elution
9. additionis carried out with 1000 ml of a 3:2 mixture of the same solvents
10. customThe eluate is evaporated under reduced pressure
11. customto remove the solvent