Production of 5-(formyloxymethyl)furfural from biomass-derived sugars using mixed acid catalysts and upgrading into value-added chemicals. (November 2020)

• Record Type: Journal Article
• Authors: Dutta, Saikat
• Is Part Of: Carbohydrate research. Volume 497(2020)
• Publication Date: 2020-11
• Subjects: Catalysis -- 5-(formyloxymethyl)furfural -- Biomass -- Renewable synthesis -- Formic acid; Carbohydrates -- Periodicals; Chemistry, Organic -- Periodicals; Biochemistry -- Periodicals; Carbohydrates -- Periodicals; Chimie organique -- Périodiques; Glucides -- Périodiques; Biochemistry; Carbohydrates; Chemistry, Organic; Periodicals; Electronic journals; 507.78
• DOI: 10.1016/j.carres.2020.108140
• Languages: English
• ISSNs: 0008-6215

Abstract

Abstract: In this work, 5-(formyloxymethyl)furfural (FMF) has been produced from biomass-derived hexose sugars within a biphasic reaction mixture consisting of aqueous formic acid (85%), a strong Brønsted acid catalyst, and 1, 2-dichloroethane as an organic extractant. Using a combination of aqueous hydrobromic acid and formic acid, under optimized condition (80 °C, 8 h, 10 wt% substrate loading), 68% isolated yield of FMF was obtained from fructose. FMF has been demonstrated as a renewable chemical building block for the synthesis of renewable chemicals of commercial significance such as 5-methylfurfural, 2, 5-diformylfuran, and 2, 5-furandicarboxylic acid in good to excellent isolated yields. Graphical abstract: Image 1 Highlights: 5-(Formyloxymethyl)furfural (FMF) was produced in good isolated yields from hexose sugars using a biphasic batch reaction. The reaction mixture contained formic acid (85%), a strong Brønsted acid catalyst, and 1, 2-dichloroethane as the solvent. Under optimized conditions (80 °C, 8 h), FMF was isolated in 68% yield from fructose using aqueous HBr and formic acid. FMF has been converted into 5-methylfurfural, 2, 5-diformylfuran, and 2, 5-furandicarboxylic acid in excellent yields.