Article (Scientific journals)
Continuous-flow preparation of γ-butyrolactone scaffolds from renewable fumaric and itaconic acids under photosensitized conditions
Gerardy, Romaric; Winter, Marc; Horn, Clemens et al.
2017In Organic Process Research and Development
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Keywords :
Platform molecules; Photochemistry; , Continuous-flow chemistry
Abstract :
[en] The method and results described herein concern the photosensitized addition of various alcohols to renewable platform fumaric and itaconic acids under scalable continuous-flow conditions in glass micro- and mesofluidic reactors. Alcohols were used both as reagents and as solvents, thus contributing to a reduced environmental footprint. Process parameters such as the temperature, light intensity, as well as the nature and amount of the photosensitizer were assessed under microfluidic conditions, and next transposed to a lab-scale mesofluidic reactor connected with an in-line NMR spectrometer for real-time reaction monitoring. Substituted γ-butyrolactones, including spiro derivatives with unique structural features, were obtained with quantitative conversion of the starting materials and in 47-76% isolated yields. The model photoaddition of isopropanol to fumaric acid was next successfully transposed in a pilot-scale continuous-flow photoreactor to further demonstrate scalability.
Disciplines :
Chemistry
Author, co-author :
Gerardy, Romaric ;  Université de Liège - ULiège > Département de chimie (sciences) > Center for Integrated Technology and Organic Synthesis
Winter, Marc;  Corning Reactor Technologies
Horn, Clemens;  Corning Reactor Technologies
Vizza, Alessandra;  Corning Reactor Technologies
Van Hecke, Kristof;  Ghent University
Monbaliu, Jean-Christophe  ;  Université de Liège - ULiège > Département de chimie (sciences) > Center for Integrated Technology and Organic Synthesis
Language :
English
Title :
Continuous-flow preparation of γ-butyrolactone scaffolds from renewable fumaric and itaconic acids under photosensitized conditions
Publication date :
2017
Journal title :
Organic Process Research and Development
ISSN :
1083-6160
eISSN :
1520-586X
Publisher :
American Chemical Society
Peer reviewed :
Peer Reviewed verified by ORBi
Available on ORBi :
since 22 November 2017

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