(1-Methyl-4-phenyl-1H-imidazol-5-YL)methanol → 1-Methyl-4-phenyl-1H-imidazole-5-carbaldehyde

Participants

Reaction Conditions

Reaction Steps

Manganese dioxide (11.5 g) was added to a suspension of (1-methyl-4-phenyl-1H-imidazol-5-yl)methanol (intermediate 1) (5.75 g) in dioxane (100 mL), and the resulting mixture heated to 80° C. for 8 hours, and allowed to cool to ambient temperature overnight. The mixture was reheated to 80° C., filtered through diatomaceous earth and the cake washed well with acetone. Purification by flash chromatography on silica eluting with EtOAc:hexane (50:50 to 100:0) gave the title compound (4.90 g, 86%) as a pale solid.

Provenance & Evidence