Sulfonic solids of different nature (alkyl, aryl and perfluoroalkyl sulfonic) are able to catalyze the dehydration of sorbitol under solvent free conditions at moderate temperature (130 °C) under vacuum and the esterification of isosorbide with carboxylic acids, either acetic or octanoic acids. Yields around 80 % of isosorbide can be obtained from sorbitol with only 1 mol% catalyst after 24 h. Yields of dicarboxylates from isosorbide were in the range of 70–80 % for diacetate and up to 97 % for dioctanoate. The two-step one-pot process from sorbitol is highly efficient for isosorbide diacetate (up to 71 % yield), whereas the esterification with octanoic acid is more sensitive to the presence of by-products (up to 57 % yield).
CITATION STYLE
Fraile, J. M., & Saavedra, C. J. (2017). Synthesis of Isosorbide Esters from Sorbitol with Heterogeneous Catalysts. ChemistrySelect, 2(3), 1013–1018. https://doi.org/10.1002/slct.201601866
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