4.3 Article Proceedings Paper

Selective monomethylation reactions of methylene-active compounds with dimethylcarbonate. An example of clean synthesis

Journal

PURE AND APPLIED CHEMISTRY
Volume 72, Issue 9, Pages 1793-1797

Publisher

INT UNION PURE APPLIED CHEMISTRY
DOI: 10.1351/pac200072091793

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Dimethylcarbonate (DMC), an environmentally friendly substitute for dimethylsulfate and methyl halides in methylation reactions, is also a very selective reagent. Under batch conditions, with potassium carbonate as the catalyst, the reactions of DMC, used as the solvent of the reactions, with methylene-active compounds (arylacetonitriles and arylacetoesters, aroxyacetonitriles and methyl aroxyacetates, benzylaryl- and alkylaryl-sulfones) produce monomethylated derivatives, with a selectivity not previously observed (i.e., >99%). These are examples of green chemistry.

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