General Procedure for Oxidation of Alcohols by Albright-Goldman Method

General Procedure for Oxidation of Alcohols by Albright-Goldman Method 

A mixture of ca. 20-60 equivalents3 of acetic anhydride in ca. 0.05-0.4 M solution of 1 equivalent of alcohol in dry DMSO is stirred at room temperatureb under a blanket of an inert gas, till most of the starting compound is consumed.0 The work-up can be made according to two alternative protocols  

0 Normally, it takes between 2 and 40 h. If heating is applied, the reaction time can be decreased to as little as 10 min. 

This oxidation fails with strong oxidants like dichromate-sulfuric acid, because of decomposition of the sydnone ring, while mild oxidants like M11O2 cause no reaction. The use of a 1 1 mixture of DMSO and Ac20, instead of the conditions indicated above, leads to a 38% yield of the corresponding acetate, and to a decrease in the yield of ketone to 46%. 

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