Reacción #92987

Ecuación de reacción

16β-ethyl-bromoacetoxy-4-estren-3-one

potassium isobutyrate

→

above-identified compound

Rendimiento 70.8%

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

Rendimiento 70.8%

Disolventes

acetone

water

Condiciones de reacción

Tratamiento posterior

1. 1
   Temperaturathe solution is refluxed for 6 hours
2. 2
   workup.DISTILLATIONThe acetone is distilled off under reduced pressure
3. 3
   Extracciónthe residue is extracted with 200 ml of ethyl acetate
4. 4
   OtroThe organic layer is separated
5. 5
   Lavadowashed with water and saturated aqueous sodium chloride
6. 6
   Secadodried over anhydrous magnesium sulfate
7. 7
   workup.DISTILLATIONThe solvent is then distilled off under reduced pressure
8. 8
   Lavadopassage of 100 ml of diisopropyl ether, elution
9. 9
   OtroThe eluate is evaporated under reduced pressure
10. 10
    Otroto remove the solvent

Procedimiento

In a mixture of 50 ml of acetone and 10 ml of water are dissolved 1.5 g of 16β-ethyl-bromoacetoxy-4-estren-3-one and 0.8 g of potassium isobutyrate and the solution is refluxed for 6 hours. The acetone is distilled off under reduced pressure and the residue is extracted with 200 ml of ethyl acetate. The organic layer is separated, washed with water and saturated aqueous sodium chloride and dried over anhydrous magnesium sulfate. The solvent is then distilled off under reduced pressure and the residue is subjected to column chromatography. Following passage of 100 ml of diisopropyl ether, elution is carried out with 300 ml of ethyl ether. The eluate is evaporated under reduced pressure to remove the solvent, giving 1.08 g of the above-identified compound as a viscous oil.

Fuente