Process for the preparation of organic carbonates derivatives

Application of pyrocatecholcarbonate (PCC) for catalytic transesterification processes with a wide range of aliphatic alcohols, able to offer a simple and cost effective access to carbonate homologues.

Title of the patent Process for the preparation of organic carbonates derivatives
Thematic area Chemistry and biotechnology
Ownership Alma Mater Studiorum Università di Bologna and Università Cà Foscari
Inventors Fabrizio Cavani, Tommaso Tabanelli
Protection Italy
Licensing status Available for licensing agreement
Keywords Pyrocatecholcarbonate (PCC), carbonate interchange reaction, base catalysed reactions, transesterification, glycerol carbonate.
Filed on Sep 24, 2015

Both linear and cyclic organic carbonates are among the most promising green candidates for the replacement of conventional noxious solvents and fuel additives as well as for the development of innovative intermediates in the pharma, lubricant and polymer industries.

The pyrocatecholcarbonate (PCC)  has been studied as a reagent for the efficient and selective synthesis of organic carbonates. The overall process provides for the optimized synthesis of the PCC starting from catechol and DMC which allows to obtain, after 24 hours of reaction, an isolated yield of product amounted to about 80% with respect to the catechol uploaded.

The pyrocatecholcarbonate (PCC) shows a very interesting reactivity compared with the traditional synthesis routes used for the synthesis of organic carbonates, namely the carbonate interchange reaction. It is known that for these reactions the more nucleophile reagent replace the less nucleophilic in the carbonate moiety, so catechol is a promising exit group for these reactions.