(4,5-Dimethylfuran-2-yl)-(5-methyl-pyridin-2-yl)methanol → (4,5-Dimethylfuran-2-yl)-(5-methyl-pyridin-2-yl)-methanone
Reaction equation
[CH3:1][C:2]1[CH:3]=[C:4]([CH:8]([C:10]2[CH:15]=[CH:14][C:13]([CH3:16])=[CH:12][N:11]=2)[OH:9])[O:5][C:6]=1[CH3:7]>C(Cl)(Cl)Cl.[O-2].[O-2].[Mn+4]>[CH3:1][C:2]1[CH:3]=[C:4]([C:8]([C:10]2[CH:15]=[CH:14][C:13]([CH3:16])=[CH:12][N:11]=2)=[O:9])[O:5][C:6]=1[CH3:7]Participants
4
Procedure
(4,5-Dimethylfuran-2-yl)-(5-methyl-pyridin-2-yl)methanol (850 mg) was dissolved in chloroform (40 ml) to prepare a solution. Manganese dioxide (3.4 g) was added to the solution, and the mixture was stirred at room temperature overnight. The reaction solution was filtered through Celite. The solvent was removed from the filtrate by distillation under the reduced pressure, and the residue was purified by column chromatography using hexane-ethyl acetate to give (4,5-dimethylfuran-2-yl)-(5-methyl-pyridin-2-yl)-methanone (788 mg, yield 93%).