2,6-Dimethyl-4-pyranone → Tetrahydro-2,6-dimethyl-4H-pyran-4-one

Participants

Reaction Steps

A solution of 2,6-dimethyl-γ-pyrone (17 g) in 300 mL of EtOH 95% was hydrogenated for 3 days under 70 psi. After filtration over celite, without extraction, the solvent was evaporated and replaced by CH2Cl2. The solution was then treated with 30 g of celite and 48.5 g of pyridinium chlorochromate. The suspension was stirred for 3 hr. and the reaction was diluted with 300 mL of Et2O and then filtered over a pad of celite. The filtrate was evaporated to dryness and the residual solution was then chromatographed using hexane/ether (1:1) to give the title compound.

Provenance & Evidence