Reacción #93002

Ecuación de reacción

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

N,N-dimethylaniline

2-methylvaleryl chloride

→

above-identified compound

Rendimiento 19.8%

16β-Ethyl-17β-(2-methylvaleryl)oxyacetoxy-4-estren-3-one

Rendimiento 19.8%

Disolventes

dichloromethane

ethyl acetate

Condiciones de reacción

Tratamiento posterior

1. 1
   workup.ADDITIONis added to the above solution
2. 2
   TemperaturaThe mixture is refluxed for 6 hours
3. 3
   TemperaturaAfter cooling
4. 4
   Secadodried over anhydrous magnesium sulfate
5. 5
   workup.DISTILLATIONThe solvent is then distilled off under reduced pressure
6. 6
   Lavadopassage of 200 ml of diisopropyl ether-n-hexane (2:8), elution
7. 7
   workup.ADDITIONis carried out with 500 ml of a 1:1 mixture of the same solvents
8. 8
   OtroThe eluate is evaporated under reduced pressure
9. 9
   Otroto remove the solvent

Procedimiento

In 20 ml of dichloromethane are dissolved 0.5 g of 16β-ethyl-17β-glycoloyloxy-4-estren-3-one and 0.2 ml of N,N-dimethylaniline, and 0.5 g of 2-methylvaleryl chloride is added to the above solution. The mixture is refluxed for 6 hours. After cooling, the reaction mixture is diluted with 150 ml of ethyl acetate 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 200 ml of diisopropyl ether-n-hexane (2:8), elution is carried out with 500 ml of a 1:1 mixture of the same solvents. The eluate is evaporated under reduced pressure to remove the solvent, giving 0.126 g of the above-identified compound as a light-yellow viscous oil.

Fuente