Continuous Flow Oxidation of Alcohols and Aldehydes Utilizing Bleach and Catalytic Tetrabutylammonium Bromide
Author(s)Leduc, Andrew B.; Jamison, Timothy F.
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We report a method for the oxidation of a range of alcohols and aldehydes utilizing a simple flow system of alcohols in EtOAc with a stream of 12.5% NaOCl and catalytic Bu[subscript 4]NBr. Secondary alcohols are oxidized to ketones, aldehydes are oxidized directly to methyl esters in the presence of methanol, and benzylic alcohols are oxidized to either benzaldehydes or methyl esters, depending on the conditions used. The reaction conditions are mild and generally provide complete conversion in 5–30 min.
DepartmentMassachusetts Institute of Technology. Department of Chemistry
Organic Process Research & Development
American Chemical Society (ACS)
Leduc, Andrew B., and Timothy F. Jamison. “Continuous Flow Oxidation of Alcohols and Aldehydes Utilizing Bleach and Catalytic Tetrabutylammonium Bromide.” Organic Process Research & Development 16.5 (2012): 1082–1089.
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