Synthesis of amides from acid chlorides and amines in the bio-based solvent Cyrene??
Green Chemistry Pub Date: 2019-06-17 DOI: 10.1039/C9GC01180C
Abstract
Cyrene? as a bio-alternative dipolar aprotic solvent: a waste minimizing and molar efficient protocol for the synthesis of amides from acid chlorides and primary amines in the bio-available solvent Cyrene? is disclosed. This protocol removed the use of toxic solvents, such as dimethylformamide and dichloromethane. A simple aqueous work-up procedure for the removal of the high boiling solvent Cyrene? resulted in up to a 55-fold increase in molar efficiency (Mol E.%) versus standard operating procedures. In order to rapidly compare the molar efficiency of this process against other methodologies an Excel based Mol. E% calculator was developed that automates many of the calculations. An investigation into the hydration of Cyrene? found that it readily hydrates to form a geminal diol in the presence of water and that this process is exothermic.
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Journal Name：Green Chemistry
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CAS no.: 89640-58-4
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