反応 #92988

反応方程式

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

sodium n-hexanoate

→

above-identified compound

収率 77.5%

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

収率 77.5%

溶媒

acetone

反応条件

後処理

1. 1
   温度the solution is refluxed for 6 hours
2. 2
   workup.DISTILLATIONThe solvent is distilled off under reduced pressure
3. 3
   抽出the residue is extracted with 300 ml of ethyl acetate
4. 4
   その他The organic layer is separated
5. 5
   洗浄washed with water and saturated aqueous sodium chloride solution
6. 6
   乾燥dried over anhydrous magnesium sulfate
7. 7
   workup.DISTILLATIONThe solvent is then distilled off under reduced pressure
8. 8
   洗浄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
    その他The eluate is evaporated under reduced pressure
11. 11
    その他to remove the solvent

実験手順

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.

出典