반응 #92981

반응 방정식

ethyl acetate

16β-ethyl-17β-hydroxy-4-estren-3-one

N,N-dimethylaniline

bromoacetyl bromide

→

above-identified compound

수율 74.6%

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

수율 74.6%

용매

dichloromethane

dichloromethane

반응 조건

후처리

1. 1
   온도with ice-cooling
2. 2
   workup.STIRRINGThe mixture is stirred with ice-
3. 3
   세척The mixture is washed with 10% cold sulfuric acid (three times), water and saturated aqueous sodium chloride solution in that order
4. 4
   건조dried over anhydrous sodium sulfate
5. 5
   workup.DISTILLATIONThe solvent is then distilled off under reduced pressure
6. 6
   기타The residue is recrystallized from diisopropyl ether-petroleum ether (1:1)

실험 절차

In 40 ml of dichloromethane are dissolved 4.5 g of 16β-ethyl-17β-hydroxy-4-estren-3-one and 1.8 g of N,N-dimethylaniline and, with ice-cooling and stirring, a solution of 3.5 g of bromoacetyl bromide in 5 ml of dichloromethane is added dropwise to the above solution. The mixture is stirred with ice-cooling for 30 minutes and at room temperature (15°-25° C.) for 5 hours, and 200 ml of ethyl acetate is added. The mixture is washed with 10% cold sulfuric acid (three times), water and saturated aqueous sodium chloride solution in that order and dried over anhydrous sodium sulfate. The solvent is then distilled off under reduced pressure. The residue is recrystallized from diisopropyl ether-petroleum ether (1:1) to give 4.7 g of the above-identified compound as colorless crystals.

출처