Water → HCID 178467220, compound

Participants

Reaction Steps

Jones reagent [5 ml; a solution of chromium trioxide (10.3 g) is a mixture of ⟦sulfunic⟧ sulfuric acid (8.7 ml) and water (30 ml)] is added at 0°-5° C. over 1 hour to a solution of methyl-2-phenyl-4-imidazolemethanol (3.0 g, 0.016 mole) in acetone (25 ml). The temperature is allowed to rise to 20° C. for 30 minutes then water (150 ml) is added. The mixture is stirred for 1 hour and the precipitated solid collected by filtration. The solid is treated with 2N hydrochloric acid (15 ml), stirred 5 minutes, and is then neutralized with 10% sodium hydroxide. The aqueous mixture is extracted with methylene chloride (3×75 ml.) Removal of the methylene chloride yields the ketone as a white crystalline solid (1.73 g), m.p. 158°-158.5° C.

Provenance & Evidence