反応 #93005

反応方程式

n-heptanoic acid

NaOH

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

DMF

→

above-identified compound

収率 64.0%

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

収率 64.0%

溶媒

acetone

water

ethyl acetate

反応条件

後処理

1. 1
   workup.ADDITIONare serially added to the above solution
2. 2
   温度The mixture is refluxed for 5 hours
3. 3
   温度After cooling
4. 4
   洗浄the mixture is washed with water and saturated aqueous sodium chloride solution
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400 ml of diisopropyl ether-n-hexane (2:3), elution
8. 8
   workup.ADDITIONis carried out with 1000 ml of a 1:1 mixture of the same solvents
9. 9
   その他The eluate is evaporated under reduced pressure
10. 10
    その他to remove the solvent

実験手順

In 30 ml of acetone is dissolved 2.6 g of n-heptanoic acid, and 10 ml of 2N-NaOH, 4.2 g of 16β-ethyl-17β-bromoacetoxy-4-estren-3-one, 30 ml of DMF and 10 ml of water are serially added to the above solution. The mixture is refluxed for 5 hours. After cooling, 400 ml of ethyl acetate is added and the mixture is 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 400 ml of diisopropyl ether-n-hexane (2:3), 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 3.0 g of the above-identified compound as a light-yellow viscous oil.

出典