Glycerol Valorization towards a Benzoxazine Derivative through a Milling and Microwave Sequential Strategy

Abstract

Glycerol and aminophenol intermolecular condensation has been investigated through a milling and microwave-assisted sequential strategy, towards the synthesis of a benzoxaxine derivative. Mechanochemical activation prior to the microwave-assisted process could improve the probability of contact between the reagents, and greatly favors the higher conversion of aminophenol. At the same time, following a mechanochemical–microwave sequential approach could tune the selectivity towards the formation of a benzoxazine derivative, which could find application in a wide range of biomedical areas.

Mechanochemistry and oleochemistry: a green combination for the production of high-value small chemicals

“…The outcomes of these experiments underscore that mechanochemistry is not a miraculous technology. Attempts to use liquid-assisted grinding by introducing a small quantity of acetone were unsuccessful ( Torres-Pastor et al, 2022 ). Additional tests were conducted to initiate the reaction utilizing microwaves as an alternative technology.…”

“…Subsequently, a microwave-assisted organic reaction was conducted at 110°C (300 W) for 60 min. This process led to a 38% conversion of 2-aminophenol, with a remarkable 93% selectivity towards the benzoxazine derivative ( Torres-Pastor et al, 2022 ) ( Scheme 12 ). Increase the rpm from 350 to 1,000 to enhance the phenol conversion, while significantly reducing the selectivity from 93% to 7%.…”

“… Synthesis of benzoxazine from glycerol using successive mechanochemistry in ball mill and microwave irradiation ( Torres-Pastor et al, 2022 ). …”