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Carbamate Synthesis Using a Shelf-Stable and Renewable C1 Reactant
Z. Dobi, B.N. Reddy, E. Renders, L. Van Raemdonck, C. Mensch, G. De Smet, C. Chen, , S. Sergeyev, W.A. HerreboutShow More
Published in Wiley-VCH Verlag
2019
PMID: 30921504
Volume: 12
   
Issue: 13
Pages: 3103 - 3114
Abstract
4-Propylcatechol carbonate is a shelf-stable, renewable C1 reactant. It is easily prepared from renewable 4-propylcatechol (derived from wood) and dimethyl carbonate (derived from CO2) using a reactive distillation system. In this work, the 4-propylcatechol carbonate is used for the two-step synthesis of carbamates under mild reaction conditions. In the first step, 4-propylcatechol carbonate is treated with an alcohol at 50–80 °C in the presence of a Lewis acid catalyst, such as Zn(OAc)2⋅2 H2O. With liquid alcohols, no solvent is used and with solid alcohols 2-methyltetrahydrofuran is used as solvent. In the second step, the alkyl 2-hydroxy-propylphenyl carbonate intermediates obtained react with amines at room temperature in 2-methyltetrahydrofuran, forming the target carbamates and the byproduct 4-propylcatechol, which can be recycled into a carbonate reactant. © 2019 Wiley-VCH Verlag GmbH & Co. KGaA, Weinheim
About the journal
JournalData powered by TypesetChemSusChem
PublisherData powered by TypesetWiley-VCH Verlag
ISSN18645631