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Revisiting the deoxydehydration of glycerol towards allyl alcohol under continuous-flow conditions

FLOW CHEMISTRY, flow synthesis

Jul 172017

Revisiting the deoxydehydration of glycerol towards allyl alcohol under continuous-flow conditions

Green Chem., 2017, 19,3006-3013
DOI: 10.1039/C7GC00657H, Paper

Nelly Ntumba Tshibalonza, Jean-Christophe M. Monbaliu
Highly selective flash deoxydehydration of glycerol towards allyl alcohol under continuous-flow conditions.

From the journal:

Revisiting the deoxydehydration of glycerol towards allyl alcohol under continuous-flow conditions

Nelly Ntumba Tshibalonza^a and Jean-Christophe M. Monbaliu*^a

*Corresponding authors

^aCenter for Integrated Technology and Organic Synthesis, Department of Chemistry, University of Liège, B-4000 Liège (Sart Tilman), Belgium
E-mail: jc.monbaliu@ulg.ac.be

Abstract

The deoxydehydration (DODH) of glycerol towards allyl alcohol was revisited under continuous-flow conditions combining a microfluidic reactor setup and a unique reactive dynamic feed solution approach. Short reaction times, high yield and excellent selectivity were achieved at high temperature and moderate pressure in the presence of formic acid, triethyl orthoformate, or a combination of both. Triethyl orthoformate appeared as a superior reagent for the DODH of glycerol, with shorter reaction times, lower reaction temperatures and more robust conditions. In-line IR spectroscopy and computations provided different perspectives on the unique reactivity of glycerol O,O,O-orthoesters.

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