Expedient approach for trans-esterification of β-keto esters under solvent free conditions using silica supported boric acid (SiO2-H3BO3) as a recyclable catalyst

A highly efficient trans-esterification of beta-keto methyl/ethyl esters with primary, secondary, allylic, benzylic and chiral alcohols has been carried out in excellent yields under solvent-free conditions using silica supported boric acid as a heterogeneous catalyst. The surface morphology of the silica-boric acid catalyst (fresh and recycled) has been characterized by SEM and EDX techniques. This sustainable protocol resulted in a remarkable enhancement in the synthetic efficiency (87-95% yield) with high purity and eliminating the use of an environmentally toxic solvent. The work up procedure is very simple and the catalyst has been successfully recovered and recycled. The present methodology is also applicable for trans-esterification with chiral alcohols on a multi-gram scale without compromising the yield. Noteworthy features of this protocol are simple operational procedure, minimizing production of chemical waste, mild reaction conditions, easy preparation of the catalyst and its recyclability up to five cycles without any appreciable loss of catalytic activity.

Automated summary

A highly efficient trans-esterification of various alcohols with beta-keto methyl/ethyl esters has been achieved using a silica supported boric acid catalyst under solvent-free conditions. The reaction proceeds with high yields and the catalyst can be easily recovered and reused multiple times. This sustainable protocol offers a simple and effective method for the synthesis of esters, reducing the environmental impact.