Functionalization of epoxy esters with alcohols as stoichiometric reagents

Authors

  • Dona Pavlović University of Ljubljana
  • Barbara Modec University of Ljubljana
  • Darko Dolenc University of Ljubljana

DOI:

https://doi.org/10.17344/acsi.2014.1306

Keywords:

Epoxides, alcohols, homogeneous catalysis, glycidyl esters, β-alkoxyalcohols

Abstract

Glycidyl esters, frequently employed as reactive groups on polymeric supports, were functionalized with alcohols as stoichiometric reagents, yielding β-alkoxyalcohols. Among the solvents studied, best results were obtained in ethers in the presence of a strong proton acid as a catalyst. Alcohols include simple alkanols, diols, protected polyols, 3-butyn-1-ol 3-hydroxypropanenitrile and cholesterol. This protocol represents a convenient way for introduction of various functionalities onto epoxy-functionalized polymers. Under the reaction conditions, some side reactions take place, mostly due to the reactive ester group and water present in the reaction mixture.

Author Biographies

Dona Pavlović, University of Ljubljana

Faculty of Chemistry and Chemical Technology

Barbara Modec, University of Ljubljana

Faculty of Chemistry and Chemical Technology

Darko Dolenc, University of Ljubljana

Faculty of Chemistry and Chemical Technology

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Published

30.03.2015

Issue

Vol. 62 No. 2 (2015)

Section

Organic chemistry

License

Except where otherwise noted, articles in this journal are published under the Creative Commons Attribution 4.0 International License