Pyridinium chlorochromate. An efficient reagent for oxidation of primary and secondary alcohols to carbonyl compounds

Abstract

Pyridinium chlorochromate, C5H5NHCrO3Cl, a readily available, stable reagent, oxidizes a wide variety of alcohols to carbonyl compounds with high efficiency. It is easily and safely prepared by the addition of pyridine to a solution of chromium Rioxide in 8 g HCl followed by filtration to obtain the yellow-orange, air-stable solid. Yields of aldehydes and ketones obtained with 1.5 molar equivalents are typically equal to or greater than those obtained with the Collins reagent (using the customary five- or six-fold excess). On the basis of the results obtained thus far tbis reagent obviously qualifies as an important addition to the present methodology, particularly for moderate to large scale oxidations.

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