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Synthesis of dioxolanes and oxazolidines by silica gel catalysis

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Abstract

Ethylene glycol condensed with carbonyl compounds in the presence of silica gel or alumina, without solvent and under pressure, affords 1,3-dioxolanes. 2-Amino-2-methylpropanol also condensed with carbonyl compounds in the presence of silica gel or an acid-activated clay, without solvent and under pressure, produces oxazolidines. To explain these results, we propose that the glycol and the aminopropanol react with Brønsted (H+) and Lewis acid sites (Si and Al) located on the surface of the catalysts, leading to the products via various ionic intermediates.

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Acknowledgements

Prof. Dr. Taoufik Rohand thanks the University Cadi Ayyad and specially the Faculty Polydisciplinaire of Safi for a professorship and financial support for the LACM laboratory. Jérôme Savary thanks the Catholic University of Louvain-La-Neuve for a scholarship.

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Authors and Affiliations

  1. Laboratoire de Chimie Analytique et Moléculaire, Département de Chimie, Faculté Polydisciplinaire de Safi, Université Cadi Ayyad, 46000, Safi, Morocco

    Taoufik Rohand

  2. Department of Chemistry, Laboratoire de Chimie Organique et Médicinale, Université Catholique de Louvain, Place Louis Pasteur 1, L4.01.02, 1348, Louvain-la-Neuve, Belgium

    Jérôme Savary & István E. Markó

Authors
  1. Taoufik Rohand
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  2. Jérôme Savary
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  3. István E. Markó
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Correspondence to Taoufik Rohand.

Additional information

István E. Markó prematurely passed away on July 31, 2017.

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Rohand, T., Savary, J. & Markó, I.E. Synthesis of dioxolanes and oxazolidines by silica gel catalysis. Monatsh Chem 149, 1429–1436 (2018). https://doi.org/10.1007/s00706-018-2198-7

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  • DOI: https://doi.org/10.1007/s00706-018-2198-7

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