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.
Original language | English |
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Pages (from-to) | 3675-3681 |
Number of pages | 7 |
Journal | Green Chemistry |
Volume | 21 |
Issue number | 13 |
Early online date | 17 Jun 2019 |
DOIs | |
Publication status | Published - 7 Jul 2019 |
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Dive into the research topics of 'Synthesis of amides from acid chlorides and amines in the bio-based solvent Cyrene™'. Together they form a unique fingerprint.Profiles
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Athanasios Angelis-Dimakis
- Department of Physical and Life Sciences - Reader
- School of Applied Sciences
- Biorefinery Engineering and Bioprocessing Research Centre - Member
- Technical Textiles Research Centre - Member
- Sustainable Living Research Centre - Member
- Centre for Sustainable Software Engineering - Member
- Centre for Autonomous and Intelligent Systems - Member
Person: Academic