反应 #92988

反应方程式

16β-ethyl-17β-bromoacetoxy-4-estren-3-one

sodium n-hexanoate

→

above-identified compound

收率 77.5%

16β-Ethyl-17β-n-hexanoyloxyacetoxy-4-estren-3-one

收率 77.5%

溶剂

acetone

反应条件

后处理

1. 1
   温度the solution is refluxed for 6 hours
2. 2
   workup.DISTILLATIONThe solvent is distilled off under reduced pressure
3. 3
   萃取the residue is extracted with 300 ml of ethyl acetate
4. 4
   其他The organic layer is separated
5. 5
   洗涤washed with water and saturated aqueous sodium chloride solution
6. 6
   干燥dried over anhydrous magnesium sulfate
7. 7
   workup.DISTILLATIONThe solvent is then distilled off under reduced pressure
8. 8
   洗涤passage of 750 ml of diisopropyl ether-n-hexane (9:1), elution
9. 9
   workup.ADDITIONis carried out with 1000 ml of a 1:1 mixture of the same solvents
10. 10
    其他The eluate is evaporated under reduced pressure
11. 11
    其他to remove the solvent

实验过程

In 150 ml of 50% aqueous acetone are dissolved 5.0 g of 16β-ethyl-17β-bromoacetoxy-4-estren-3-one and 2.5 g of sodium n-hexanoate and the solution is refluxed for 6 hours. The solvent is distilled off under reduced pressure and the residue is extracted with 300 ml of ethyl acetate. The organic layer is separated, 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 subjected to column chromatography. Following passage of 750 ml of diisopropyl ether-n-hexane (9:1), elution is carried out with 1000 ml of a 1:1 mixture of the same solvents. The eluate is evaporated under reduced pressure to remove the solvent, giving 4.2 g of the above-identified compound as a light-yellow viscous oil.

来源