Reacción #93008

Ecuación de reacción

cyclohexanepropionic acid

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

DMF

→

above-identified compound

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

Disolventes

acetone

NaOH

Condiciones de reacción

Tratamiento posterior

1. 1
   workup.ADDITIONis added
2. 2
   TemperaturaThe mixture is refluxed for 8 hours
3. 3
   workup.ADDITIONtreated in the same manner as Example 26
4. 4
   OtroThe reaction mixture is chromatographed on a silica gel column
5. 5
   Lavadopassage of 200 ml of n-hexane-diisopropyl ether (3:7), elution
6. 6
   workup.ADDITIONis carried out with 800 ml of a 1:1 mixture of the same solvents
7. 7
   OtroThe eluate is evaporated under reduced pressure
8. 8
   Otroto remove the solvent

Procedimiento

In 20 ml of acetone is dissolved 1.0 ml of cyclohexanepropionic acid, and 3.0 ml of 2N-NaOH is added, followed by addition of 1.2 g of 16β-ethyl-17β-bromoacetoxy-4-estren-3-one and 20 ml of DMF. The mixture is refluxed for 8 hours, and thereafter treated in the same manner as Example 26. The reaction mixture is chromatographed on a silica gel column. Following passage of 200 ml of n-hexane-diisopropyl ether (3:7), elution is carried out with 800 ml of a 1:1 mixture of the same solvents. The eluate is evaporated under reduced pressure to remove the solvent, giving 1.21 g of the above-identified compound as a light-yellow viscous oil.

Fuente