반응 #93005

반응 방정식

n-heptanoic acid

NaOH

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

DMF

→

above-identified compound

수율 64.0%

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

수율 64.0%

용매

acetone

water

ethyl acetate

반응 조건

후처리

1. 1
   workup.ADDITIONare serially added to the above solution
2. 2
   온도The mixture is refluxed for 5 hours
3. 3
   온도After cooling
4. 4
   세척the mixture is washed with water and saturated aqueous sodium chloride solution
5. 5
   건조dried over anhydrous magnesium sulfate
6. 6
   workup.DISTILLATIONThe solvent is then distilled off under reduced pressure
7. 7
   세척400 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
   기타The eluate is evaporated under reduced pressure
10. 10
    기타to remove the solvent

실험 절차

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.

출처