Enhancement of cyclic ether formation from polyalcohol compounds in high temperature liquid water by high pressure carbon dioxide

Green Chemistry Pub Date: 2008-11-07 DOI: 10.1039/B812318G

Abstract

Cyclic ethers were produced by a dehydration reaction of polyalcohol compounds in high temperature liquid water, which was accelerated by the presence of carbon dioxide dissolved in the water. 3-hydroxytetrahydrofuran was produced by the dehydration of 1,2,4-butanetriol. Both tetrahydrofurfuryl alcohol and 3-hydroxytetrahydropyran were produced by the dehydration of 1,2,5-pentanetriol. Five-membered cyclic ethers were formed faster than six-membered cyclic ethers and the formation rates of the cyclic ethers depended strongly on the structure of the polyalcohol compounds. The position of the hydroxyl groups is crucial for the efficient intramolecular dehydration.

Graphical abstract: Enhancement of cyclic ether formation from polyalcohol compounds in high temperature liquid water by high pressure carbon dioxide
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