Reacción #50338

Ecuación de reacción

benzaldehyde

diethyl ketone

→

5-phenyl-5-hydroxy-4-methylpentan-3-one

Rendimiento 72.0%

Condiciones de reacción

Tratamiento posterior

1. 1
   Otroprepared by the procedure
2. 2
   FiltraciónAfter decantation, filtration
3. 3
   Otroon hyflo-supercel and evaporation of the solvents under vacuum

Procedimiento

50 mmol (5.1 ml) of benzaldehyde are added at -78° C. to the manganous enolate of diethyl ketone, prepared by the procedure described above. After stirring for 10 seconds at -78° C., the reaction medium is hydroIyzed by the dropwise addition of a saturated solution of (NH4)2SO4. After decantation, filtration on hyflo-supercel and evaporation of the solvents under vacuum, 5-phenyl-5-hydroxy-4-methylpentan-3-one is isolated by low pressure liquid chromatography on 15 μm silica gel using cyclohexane/ethyl acetate (90/10) as the eluent. Yield=72%. Erythro/threo=61/39.

Fuente