Reacción #2766

Ecuación de reacción

3-acetoxy-androst-5-en-17-one

sodium borohydride

→

crude title compound

3-Acetoxy-Androst-5-en-17-ol

Disolventes

water

EtOH

Condiciones de reacción

Tratamiento posterior

1. 1
   workup.STIRRINGAfter the reaction mixture was stirred for one and 1/2 hours
2. 2
   Otrothe ethanol solvent removed under vacuum
3. 3
   Extracciónthe residue extracted with ethyl acetate
4. 4
   LavadoThe organic layer was washed with aqueous Na2CO3, brine
5. 5
   Secadodried over sodium sulfate
6. 6
   Concentraciónconcentrated

Procedimiento

To a solution of 100 mg. (0.303 mmol) of 3-acetoxy-androst-5-en-17-one in 3 ml EtOH at -10° C., was added 22.9 mg (0.606 mmol) of sodium borohydride with stirring. After the reaction mixture was stirred for one and 1/2 hours, the mixture was diluted with 10 ml water, the ethanol solvent removed under vacuum, and the residue extracted with ethyl acetate. The organic layer was washed with aqueous Na2CO3, brine, dried over sodium sulfate and concentrated to leave a residue of crude title compound. Proton NMR confirmed the assigned structure.

Fuente