Abstract

Neat chlorosulfonic acid reacts with silica gel to give silica sulfuric acid in which sulfuric acid is immobilized on the surface of silica gel via covalent bonds. A combination of silica sulfuric acid and wet SiO2 was used as an effective deacetalizating agent for the conversion of acetals to their corresponding carbonyl derivatives under thermal conditions.

Highlights

  • Acetals are widely used as protecting groups in organic synthesis and, as a consequence, many methods have been examined for both their formation and removal [1,2]

  • Neat chlorosulfonic acid reacts with silica gel to give silica sulfuric acid in which sulfuric acid is immobilized on the surface of silica gel via covalent bonds

  • In continuation of our studies on the application of inorganic acidic salts [12] we have found that silica gel reacts with chlorosulfonic acid to give silica sulfuric acid (I)

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Summary

Introduction

Acetals are widely used as protecting groups in organic synthesis and, as a consequence, many methods have been examined for both their formation and removal [1,2]. A combination of silica sulfuric acid and wet SiO2 was used as an effective deacetalizating agent for the conversion of acetals to their corresponding carbonyl derivatives under thermal conditions. Any reduction in the amount of sulfuric acid needed and/or any simplification in handling procedures is desirable for risk reduction, economic advantages and environmental protection [10].

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