Aqueous sodium tosylate: a sustainable medium for alkylations
Blues, Sem Semerel, Jeltzlin
Dehaen, Wim
Blues, Sem
Dehaen, Wim
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Keyword
Location research
Date
2024-02-13
License
Attribution 4.0 International
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Language
en
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ISBN
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Abstract
Typical alkylation reactions produce significant amounts of undesired salt and solvent waste. Herein, we report an efficient alkylation protocol utilising aqueous sodium tosylate (NaTos) solutions as a hydrotrope-containing medium. The methodology represents an inexpensive and straightforward approach for preparing alkyl aryl ethers, thioethers and N-alkylated tosyl amides in high yields under mild conditions. The generated reaction waste, aqueous NaTos salt, was repurposed as a reaction medium in subsequent steps. This medium was recycled ten times without any significant change in the yield, providing an improved environmental factor over various literature examples. Under similar conditions, commonly applied solvents furnished the products with lower yields and more waste.
Citation
Bleus, S., Semerel, J., & Dehaen, W. (2024). Aqueous sodium tosylate: a sustainable medium for alkylations. Green Chemistry, 26(7), 3903-3908.
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Journal / Book / Conference
Green Chemistry