Synthesis of Imines and Amines from Furfurals Using Continuous Flow Processing
Boris Bizet A , Christian H. Hornung A B , Thomas M. Kohl A and John Tsanaktsidis A
+ Author Affiliations
- Author Affiliations
A CSIRO Manufacturing, Bag 10, Clayton South, Vic. 3169, Australia.
B Corresponding author. Email: christian.hornung@csiro.au
Australian Journal of Chemistry 70(10) 1069-1072 https://doi.org/10.1071/CH17036
Submitted: 16 January 2017 Accepted: 4 May 2017 Published: 30 May 2017
Abstract
A simple procedure for the condensation of the bio-derived furfurals, 5-(methyl)furfural (MF) and 5-(chloromethyl)furfural (CMF), with primary amines is described herein. The experiments were conducted in both batch and flow conditions, with reaction times as short as 60 s. Moderately high temperatures were demonstrated to be suitable for the condensation reaction of MF in a few minutes whereas milder conditions and longer reaction times were necessary for CMF. Under these conditions the amine did not react with the methyl-chlorine group, leaving a very reactive site after condensation.
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