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Carbamate synthesis via a shelf stable and renewable C1 reactant

Journal Contribution - Journal Article

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 carbonate reactant has been used for the two‐step synthesis of carbamates under mild reaction conditions. In the first step, 4‐propylcatechol carbonate is reacted with an alcohol at 50‐80 °C using a Lewis acid catalyst (e.g. Zn(OAc)2.2H2O). With liquid alcohols no solvent and with solid alcohols 2‐methyltetrahydrofuran was used as solvent. In the second step, the alkyl 2‐hydroxy‐propylphenyl carbonates intermediates obtained are reacted with amines at room temperature in 2‐methyltetrahydrofuran, forming the target carbamates and by‐product 4‐propylcatechol, which can be recycled into carbonate reactant.
Journal: Chemsuschem
ISSN: 1864-5631
Volume: 12
Pages: 3103 - 3114
Publication year:2019
Keywords:A1 Journal article
BOF-keylabel:yes
BOF-publication weight:3
CSS-citation score:1
Authors from:Higher Education
Accessibility:Open