Catalytic Conversion of Cyclopentanone into Dimethyl Adipate over Solid Basic Catalysts with Dimethyl Carbonate

Abstract

The synthesis of dimethyl adipate (DAP), a stable configuration of adipic acid, from biomass-derived cyclopentanone (CPO) and dimethyl carbonate (DMC) constitutes an attractive greener route than petroleum-based industrial processes. Solid basic catalysts such as MgO, Mg5(CO3)4(OH)2·4H2O, KOCH3 and Ca(OCH3)2 have been used achieving a DAP yield up to 30% at 533 K. In addition to the type of catalyst, other operating conditions such as the substrate, reaction time, temperature and CPO concentration have been studied. The methylation of DAP and CPO and the self-aldol condensation of CPO to form dimers and oligomers are reactions that occur in parallel with the production of DAP. It has been established that the main challenge is the self-aldol condensation of CPO. It has been identified that at short reaction times, to prevent methylation, and at dilute concentrations, to avoid CPO self-condensation, the DAP formation rate is much higher than these other competitive reactions. Finally, it should be noted that a DAP productivity up to 3.45 g·gcat−1·h−1 has been achieved under mild conditions.