Production of biobased HMF derivatives by reductive amination
- 18 May 2010
- journal article
- research article
- Published by Royal Society of Chemistry (RSC) in Green Chemistry
- Vol. 12 (7) , 1201-1206
- https://doi.org/10.1039/c002340j
Abstract
5-(Hydroxymethyl)furfural (HMF) has recently attracted a significant amount of revived attention as a renewable building block for conversion to a wide range of useful derivatives. A simple procedure for the conversion of HMF to (5-alkyl- and 5-arylaminomethyl-furan-2-yl)methanol has now been developed. Reactions were conducted without the use of a catalyst and under very mild conditions. As a proof of concept, a small library of derivatives was produced from HMF and several aliphatic and aromatic amines in high yields and requiring only minimal purification. This route presents a novel way for the production of furan-based renewable building blocks.Keywords
This publication has 33 references indexed in Scilit:
- Efficient Catalytic Conversion of Fructose into 5‐Hydroxymethylfurfural in Ionic Liquids at Room TemperatureChemSusChem, 2009
- Efficient process for conversion of fructose to 5-hydroxymethylfurfural with ionic liquidsGreen Chemistry, 2009
- Conversion of fructose to 5-hydroxymethylfurfural using ionic liquids prepared from renewable materialsGreen Chemistry, 2008
- Catalytical conversion of fructose and glucose into 5-hydroxymethylfurfural in hot compressed water by microwave heatingCatalysis Communications, 2008
- Biomethanol Production from Organic Waste MaterialsEnergy Sources, Part A: Recovery, Utilization, and Environmental Effects, 2008
- Silica Gel Supported Sodium Hydrogen Sulfate as an Efficient and Reusable Heterogeneous Catalyst for the Synthesis of Imines in Solvent-free Conditions under Microwave IrradiationJournal of Chemical Research, 2005
- Dehydration of fructose into 5-hydroxymethylfurfural in the presence of ionic liquidsCatalysis Communications, 2003
- Dehydration of fructose to 5-hydroxymethylfurfural in sub- and supercritical acetoneGreen Chemistry, 2003
- Synthesis of imines, diimines and macrocyclic diimines as possible ligands, in aqueous solutionJournal of the Chemical Society, Perkin Transactions 1, 2001
- Reductive Amination of Aldehydes and Ketones with Sodium Triacetoxyborohydride. Studies on Direct and Indirect Reductive Amination Procedures1The Journal of Organic Chemistry, 1996