Preparation of 3-aceta mido-5-acetylfuran from N-acetylglucosamine and chitin using biobased deep eutectic solvents as catalysts. Issue 8 (11th May 2022)

• Record Type: Journal Article
• Authors: Wu, Chaoqiang; Wang, Chengyong; Zhang, Alei; Chen, Kequan; Cao, Fei; Ouyang, Pingkai
• Is Part Of: Reaction chemistry & engineering. Volume 7:Issue 8(2022)
• Page Start: 1742
• Page End: 1749
• Publication Date: 2022-05-11
• Subjects: Reaction mechanisms (Chemistry) -- Periodicals; Chemical engineering -- Periodicals; Chemical engineering; Reaction mechanisms (Chemistry); Periodicals; 547.705
• DOI: 10.1039/d2re00118g
• Languages: English
• ISSNs: 2058-9883

Abstract

Abstract : A DES (choline chloride/citric acid) is reported for the first time to convert NAG to 3A5AF with a yield of 47.11 mol%. Abstract : 3-Acetamido-5-acetylfuran (3A5AF) is an important platform compound, possessing very promising application prospects. Herein, we propose a new approach to convert N -acetylglucosamine (NAG) and chitin to 3A5AF using biobased deep eutectic solvents (DESs) containing choline chloride and various organic acids or polyols. A comparison of catalytic capacity showed that a DES made with choline chloride/citric acid (CCCA) possesses the optimum catalytic properties, which lead to a maximum yield for 3A5AF of 47.1 mol% and 5.0 mol% from NAG and chitin, respectively, at 210 °C in N, N -dimethylacetamide solvent with CaCl2 ·2H2 O as an additive. Moreover, CCCA showed excellent recyclability and retained over 63.6% of its original activity after five cycles of use. In addition, the 3A5AF product was obtained with 99.0% purity by simple extraction and crystallization. This research provided a new avenue for 3A5AF production from renewable chitin resources.