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

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.

1. filtrationAfter filtration over celite
2. customthe solvent was evaporated
3. additionThe solution was then treated with celite (30 g) and PCC (48.5 g)
4. additionand the reaction was diluted with Et2O (300 mL)
5. filtrationfiltered over a pad of celite
6. customThe filtrate was evaporated to dryness
7. customthe residual solution was then chromatographed

ORD record

ord-5f26eb2c965e46b1b3e67610bca06f60

Source dataset

uspto-grants-1995_06

DOI

10.6084/m9.figshare.5104873.v1

Patent number

US05424320