Functional group dependence of the acid catalyzed ring opening of biomass derived furan rings: an experimental and theoretical study

CR Waidmann, AW Pierpont, ER Batista…

Index: Waidmann, Christopher R.; Pierpont, Aaron W.; Batista, Enrique R.; Gordon, John C.; Martin, Richard L.; Pete Silks; West, Ryan M.; Wu, Ruilian Catalysis Science and Technology, 2013 , vol. 3, # 1 p. 106 - 115

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Citation Number: 27

Abstract

We describe studies of Brønsted acid catalyzed ring opening of substituted furans contained within biomass derived C8-and C9-molecules. Ring opening occurs homogeneously under relatively mild conditions of 80° C using catalytic hydrochloric acid. In the case of 4-(5-methyl- 2-furyl)-2-butanone (1a), the reaction proceeds to a single product in up to 92% yield after 24 hours. For 4-(2-furanyl)-2-butanone (1b) and 4-(5-hydroxymethyl)-2-furanyl-2- ...

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