反応 #92985

反応方程式

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

potassium acetate

→

above-identified compound

収率 35.1%

16β-Ethyl-17β-acetoxyacetoxy-4-estren-3-one

収率 35.1%

溶媒

acetone

water

反応条件

後処理

1. 1
   workup.DISTILLATIONThe acetone is distilled off under reduced pressure
2. 2
   抽出the residue is extracted with 150 ml of ethyl acetate
3. 3
   その他The organic layer is separated
4. 4
   洗浄washed with water and saturated aqueous sodium chloride
5. 5
   乾燥dried over anhydrous magnesium sulfate
6. 6
   workup.DISTILLATIONThe solvent is then distilled off under reduced pressure
7. 7
   洗浄passage of 700 ml of diisopropyl ether-n-hexane (1:1), elution
8. 8
   workup.ADDITIONis carried out with 600 ml of a 3:2 mixture and 300 ml of a 5:1 mixture of the same solvents
9. 9
   その他evaporated under reduced pressure
10. 10
    その他to remove the solvent

実験手順

A mixture of 2.1 g of 16β-ethyl-17β-bromoacetoxy-4-estren-3-one and 1.0 g of potassium acetate is stirred in a mixture of 50 ml of acetone and 3 ml of water for 20 hours. The acetone is distilled off under reduced pressure and the residue is extracted with 150 ml of ethyl acetate. The organic layer is separated, washed with water and saturated aqueous sodium chloride 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 700 ml of diisopropyl ether-n-hexane (1:1), elution is carried out with 600 ml of a 3:2 mixture and 300 ml of a 5:1 mixture of the same solvents. The eluates are combined and evaporated under reduced pressure to remove the solvent, giving 0.7 g of the above-identified compound as colorless crystals.

出典