Reaktion #50339

Reaktionsgleichung

benzaldehyde

ethyl propionate

→

ethyl 3-phenyl-3-hydroxy-2-methylpropionate

Ausbeute 72.0%

Reaktionsbedingungen

Aufarbeitung

1. 1
   Sonstigeprepared
2. 2
   FiltrationAfter decantation, filtration
3. 3
   Sonstigeon hyflo-supercel and evaporation of the solvents under vacuum

Vorschrift

50 mmol (5.10 ml) of benzaldehyde are added at -78° C. to the manganous enolate of ethyl propionate, prepared as indicated above. After stirring for 10 seconds at -78° C., the reaction medium is hydrolyzed by the dropwise addition of a saturated solution of (NH4)2SO4. After decantation, filtration on hyflo-supercel and evaporation of the solvents under vacuum, ethyl 3-phenyl-3-hydroxy-2-methylpropionate is isolated by low pressure liquid chromatography on 15 μm silica gel using cyclohexane/ethyle acetate (90/10) as the eluent. Yield=72%. Erythro/threo=61/39.

Quelle