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ChemSusChem ; 8(7): 1179-88, 2015 Apr 13.
Article in English | MEDLINE | ID: mdl-25619448

ABSTRACT

A facile pathway to furan derivatives from lignocellulosic biomass via 5-acetoxymethylfurfural (AMF) was developed. AMF possesses advantageous properties due to its less-hydrophilic acetoxymethyl group relative to the hydroxymethyl group of 5-hydroxymethylfurfural (HMF). The hydrophobicity and chemical stability of AMF allowed practical isolation and purification to afford a highly pure product of up to 99.9 %. AMF was produced in good to excellent yields under mild conditions from 5-chloromethylfurfural (CMF) and alkylammonium acetates, both of which could be obtained directly from lignocellulosic biomass. Heterogeneous reactions with polymer-supported alkylammonium acetates were also established; this showed the feasibility of a continuous process for this pathway. AMF could be transformed into various promising furanic compounds, such as 2,5-furandicarboxylic acid (FDCA), 2,5-furandimethanol (FDM), and 5-hydroxymethyl-2-furanoic acid (HFA), in high yields.


Subject(s)
Biomass , Furaldehyde/analogs & derivatives , Furaldehyde/chemistry , Lignin/chemistry , Acetates/chemistry , Furaldehyde/chemical synthesis , Furaldehyde/isolation & purification , Hydrophobic and Hydrophilic Interactions
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