132078 20240301161205.0 doi 10.1021/acs.oprd.9b00411 sideral 116919 ART-2020-116919 eng Leal-Duaso, Alejandro Universidad de Zaragoza (orcid)0000-0002-3256-2089 Readily scalable methodology for the synthesis of nonsymmetric glyceryl diethers by a tandem acid-/base-catalyzed process 2020 A useful optimized synthetic methodology has been designed for the synthesis of nonsymmetric glyceryl diethers from epichlorohydrin. A tandem process combining a cheap, heterogeneous, and fully recoverable acid catalyst and alkaline hydroxide is used for the synthesis of a variety of glycerol-derived ethers bearing different alkyl substituents in 1 and 3 positions. Different heterogeneous acid catalysts have been tested for the reaction of epichlorohydrin with several alcohols, the best results being obtained with readily available recoverable and inexpensive montmorillonite-K10 and Nafion NR50. For the second reaction step, potassium hydroxide is used. In all the cases, good yields of the desired glyceryl diethers are obtained in smooth reaction conditions, always with total conversion of epichlorohydrin and without the need of intermediate purification. Scale-up of the tandem process has been carried out with good results. Access copy available to the general public Unrestricted info:eu-repo/grantAgreement/ES/DGA/E37-17R info:eu-repo/grantAgreement/ES/MCIU/RTI2018-093431-B-I00 info:eu-repo/semantics/openAccess All rights reserved http://www.europeana.eu/rights/rr-f/ 3.317 2020 CHEMISTRY, ORGANIC 20 / 57 = 0.351 2020 Q2 T2 CHEMISTRY, APPLIED 26 / 74 = 0.351 2020 Q2 T2 0.904 2020 Physical and Theoretical Chemistry 2020 Q1 Organic Chemistry 2020 Q1 info:eu-repo/semantics/article info:eu-repo/semantics/acceptedVersion Gracia-Barberán, Sara Mayoral, José A. Universidad de Zaragoza (orcid)0000-0003-1570-4257 García, José I. (orcid)0000-0003-1199-2087 Pires, Elisabet Universidad de Zaragoza (orcid)0000-0002-2676-8814 2013 765 Universidad de Zaragoza Dpto. Química Orgánica Área Química Orgánica 24, 2 (2020), 154-162 Org. process res. dev. ORGANIC PROCESS RESEARCH & DEVELOPMENT 1083-6160 871034 http://zaguan.unizar.es/record/132078/files/texto_completo.pdf Postprint 1089856 http://zaguan.unizar.es/record/132078/files/texto_completo.jpg?subformat=icon icon Postprint oai:zaguan.unizar.es:132078 articulos driver 2024-03-01-14:37:57 ARTICLE