As a result of recent efforts in green solvent selection, methyl 5-(dimethylamino)-2-methyl-5-oxopentanoate, sold under the brand name Rhodiasolv PolarClean, has received considerable scientific and industrial attention as a possible non-toxic replacement for common polar aprotic solvents. However, the multicomponent nature and multi-step synthesis of this solvent remains an obstacle for its more widespread use and niche applications. In this work, a retrosynthetic approach was taken to identify novel shorter synthetic routes in alignment with green chemistry principles. High purity methyl 5-(dimethylamino)-2-methyl-5-oxopentanoate was obtained in novel single-step reactions via two different base-catalysed Michael additions from readily available building blocks. The more advanced synthetic route shows great potential owing to the swift (30 min), solvent-free reaction and catalytic amounts of base (
|Original language||English (US)|
|Number of pages||11|
|State||Published - 2019|
Bibliographical noteKAUST Repository Item: Exported on 2020-10-01
Acknowledgements: The authors are thankful to Ms Hai Anh Le Phuong and Mr Fan Fei (both from The University of Manchester) for their assistance with UV-Vis spectroscopy and capacitance measurements, respectively.