open access

https://hdl.handle.net/2115/94068

Unlocking the Potential of 5-Hydroxy-2(5H)-furanone as a Platform for Bio-Based Four Carbon Chemicals

英語

pyrrolidone derivatives

2024-02-02

American Chemical Society

ACS catalysis

14(4)

2545-2551

Industrial chemicals with a four-carbon structure, including maleic acid, 1,4-butanediol, gamma-butyrolactone, and pyrrolidones, are derived from petroleum. Catalytic synthesis of these C4 chemicals from biomass is challenging because of the scarcity of C4 sugars in biomass feedstock. We show that 5-hydroxy-2(5H)-furanone (5H5F), produced by catalytic oxidation of biomass-derived furfural, is a versatile platform for several oxygen- and nitrogen-containing C4 chemicals. In our study, 5H5F was synthesized in 92% yield by room-temperature oxidation of furfural using TS-1 catalyst. As a platform chemical, 5H5F's mild reactivity, attributed to the electrophilic carbon attached to the hydroxyl group, enabled its oxidation, reduction, and reductive aminolysis using carbon-supported noble metal catalysts. Industrial C4 chemicals like maleic acid (93%), gamma-butyrolactone (93%), 1,4-butanediol (60%), tetrahydrofuran (64%), and 2-pyrrolidone (67%) were obtained from 5H5F under mild conditions (100-150(degrees)C). We envision that 5H5F will be adopted as a platform for C4 chemicals owing to its ease of synthesis and selective transformation to multiple chemicals using heterogeneous catalysts.

学術雑誌論文

Accepted Manuscript

This document is the Accepted Manuscript version of a Published Work that appeared in final form in ACS catalysis, copyright © American Chemical Society after peer review and technical editing by the publisher. To access the final edited and published work see https://pubs.acs.org/articlesonrequest/AOR-RBQMH5B5JETM5KJT32FN.

2155-5435