Reacción #92982

Ecuación de reacción

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

potassium formate

→

above-identified compound

Rendimiento 75.2%

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

Rendimiento 75.2%

Disolventes

methanol

Condiciones de reacción

Tratamiento posterior

1. 1
   workup.DISTILLATIONThe solvent is distilled off under reduced pressure and water
2. 2
   workup.ADDITIONis added to the residue
3. 3
   ExtracciónThe mixture is extracted with 150 ml of ethyl acetate
4. 4
   Lavadothe ethyl acetate layer is washed with water and saturated aqueous sodium chloride solution
5. 5
   Secadodried over anhydrous magnesium sulfate
6. 6
   workup.DISTILLATIONThe solvent is then distilled off under reduced pressure
7. 7
   Otrothe resulting crystalline precipitate is recrystallized from diethyl ether-n-hexane (1:2)

Procedimiento

A mixture of 5.0 g of 16β-ethyl-17β-bromoacetoxy-4-estren-3-one and 5.0 g of potassium formate is refluxed in 100 ml of methanol for 4 hours. The solvent is distilled off under reduced pressure and water is added to the residue. The mixture is extracted with 150 ml of ethyl acetate, and the ethyl acetate layer 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 resulting crystalline precipitate is recrystallized from diethyl ether-n-hexane (1:2) to give 3.2 g of the above-identified compound as colorless crystals.

Fuente