Reacción #52574

Ecuación de reacción

E-17-chloromethylen-estr-4-en-3-one

hydrogen peroxide

sodium hydroxide

→

E-17-Chloromethylene-4ξ,5ξ-epoxy-estran-3-one

Disolventes

methanol

methylene chloride

Condiciones de reacción

Tratamiento posterior

1. 1
   workup.ADDITIONAfter dropwise addition
2. 2
   Temperaturathe temperature is slowly increased to room temperature
3. 3
   OtroAfter about 1.5 hours of reaction time
4. 4
   Extracciónextracted with methylene chloride
5. 5
   OtroThe combined extracts are dried on sodium sulfate
6. 6
   Concentraciónconcentrated by evaporation
7. 7
   Otro1.1 g of a white, sticky foam is obtained

Procedimiento

3.93 mmol (1.2 9) of E-17-chloromethylen-estr-4-en-3-one is dissolved in a mixture of 12 ml of methanol and 10 ml of methylene chloride under a cover gas (argon) and cooled to 0° C. 9.2 mmol (0.94 ml) of hydrogen peroxide (30%) and 1.65 mmol (0.4 ml) of sodium hydroxide solution (c=4 mol/l) are added in drops in succession to the cooled solution while being stirred. After dropwise addition is completed, the temperature is slowly increased to room temperature. After about 1.5 hours of reaction time, the mixture is added to ice water and extracted with methylene chloride. The combined extracts are dried on sodium sulfate and concentrated by evaporation. 1.1 g of a white, sticky foam is obtained.

Fuente