Abstract
An efficient, facile, and mild oxidation of a variety of primary benzylic alcohols to the corresponding aldehydes with potassium peroxodisulfate in the presence of a catalytic amount of sodium chloride and silica sulfuric acid (SSA) in acetonitrile as solvent is reported. It is a renowned fact that potassium peroxodisulfate acts as a powerful oxidizing agent and the control of conditions is difficult. For this purpose, SSA as a mild, efficient and reusable solid acid catalyst was used to afford the carbonyl compounds in excellent yields and short time. The structure of all of the resulting products was confirmed by FT-IR spectroscopy. KEY WORDS: Potassium peroxodisulfate, Silica sulfuric acid, Benzylic alcohol, Oxidizing agent Bull. Chem. Soc. Ethiop. 2013, 27(1), 131-136.DOI: http://dx.doi.org/10.4314/bcse.v27i1.14
Highlights
The oxidation of benzylic alcohols to carbonyl compounds is a fundamental transformation in synthetic organic chemistry
Certain limitations may be observed with this reagent
silica sulfuric acid (SSA) was used as catalyst which could carry out the oxidation reaction
Summary
The oxidation of benzylic alcohols to carbonyl compounds is a fundamental transformation in synthetic organic chemistry. The oxidation of alkylarene compounds and benzylic alcohols to their corresponding carbonyl compounds is of significant importance in synthetic organic chemistry for basic research and industrial manufacturing, because of the complexities in natural product structures. In this paper we wish to report a simple, mild, convenient and selective procedure for the oxidation of benzylic alcohols to their corresponding aldehyde compounds with peroxodisulfate in the presence of sodium chloride (NaCl) and SSA.
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