反応 #92989

反応方程式

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

4-methylvaleric acid

→

above-identified compound

16β-Ethyl-17β-(4-methylvaleryl)oxyacetoxy-4-estren-3-one

溶媒

acetone

NaOH

反応条件

後処理

1. 1
   温度The mixture is refluxed for 6 hours
2. 2
   workup.DISTILLATIONThe acetone is distilled off under reduced pressure and 10 ml of water
3. 3
   workup.ADDITIONis added to the residue
4. 4
   抽出followed by extraction with 100 ml of ethyl acetate
5. 5
   その他The organic layer is separated
6. 6
   洗浄washed with water and saturated aqueous sodium chloride solution
7. 7
   乾燥dried over anhydrous sodium sulfate
8. 8
   workup.DISTILLATIONThe solvent is then distilled off
9. 9
   洗浄the residue is subjected to column chromatography, elution
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 35 ml of acetone is dissolved 1.0 ml of 4-methylvaleric acid, and 4.6 ml of 2N-NaOH and then 1.9 g of 16β-ethyl-17β-bromoacetoxy-4-estren-3-one are added to the above solution. The mixture is refluxed for 6 hours. The acetone is distilled off under reduced pressure and 10 ml of water is added to the residue, followed by extraction with 100 ml of ethyl acetate. The organic layer is separated, washed with water and saturated aqueous sodium chloride solution and dried over anhydrous sodium sulfate. The solvent is then distilled off and the residue is subjected to column chromatography, elution being carried out with 600 ml of diisopropyl ether-n-hexane (1:1). The eluate is evaporated under reduced pressure to remove the solvent, giving 1.3 g of the above-identified compound as a colorless viscous oil.

出典