Réaction #49839

Équation de réaction

2,6-dimethyl-γ-pyrone

→

title compound

2,6-Dimethyltetrahydropyran-4-one

Solvants

EtOH

Conditions de réaction

Traitement

1. 1
   FiltrationAfter filtration over celite
2. 2
   Autrethe solvent was evaporated
3. 3
   workup.ADDITIONThe solution was then treated with celite (30 g) and PCC (48.5 g)
4. 4
   workup.ADDITIONand the reaction was diluted with Et2O (300 mL)
5. 5
   Filtrationfiltered over a pad of celite
6. 6
   AutreThe filtrate was evaporated to dryness
7. 7
   Autrethe residual solution was then chromatographed

Mode opératoire

A solution of 2,6-dimethyl-γ-pyrone (17 g, Aldrich) in EtOH 95% (300 mL) was hydrogenated for 3 days under 70 psi. After filtration over celite, the solvent was evaporated and replaced by CH2Cl2. The solution was then treated with celite (30 g) and PCC (48.5 g). The suspension was stirred for 3 hr. and the reaction was diluted with Et2O (300 mL) and then filtered over a pad of celite. The filtrate was evaporated to dryness and the residual solution was then chromatographed using hexane/Et2O (1:1) to give the title compound.

Source