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Faculté des Sciences
Faculté des Sciences
MASTER THESIS
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Continuous flow upgrading of bio-based isobutene toward high value-added chemicals

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Nicolas, Bastien ULiège
Promotor(s) : Monbaliu, Jean-Christophe ULiège
Date of defense : 20-Jan-2021 • Permalink : http://hdl.handle.net/2268.2/11746
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Title : Continuous flow upgrading of bio-based isobutene toward high value-added chemicals
Author : Nicolas, Bastien ULiège
Date of defense  : 20-Jan-2021
Advisor(s) : Monbaliu, Jean-Christophe ULiège
Committee's member(s) : Cattoen, Martin ULiège
Chen, Yuesu ULiège
Damblon, Christian ULiège
Language : English
Number of pages : 66
Keywords : [en] Continuous flow
[en] diazoesters
[en] isobutene
[en] safety
Discipline(s) : Physical, chemical, mathematical & earth Sciences > Chemistry
Institution(s) : Université de Liège, Liège, Belgique
Degree: Master en sciences chimiques, à finalité spécialisée
Faculty: Master thesis of the Faculté des Sciences

Abstract

[en] This work explores the generation of ethyl diazoacetate (EDA) and its cyclopropanation with isobutene under continuous flow conditions. In the first part, glycine ethyl ester hydrochloride, when subjected to a diazotization reaction, afforded EDA in good yields (70%) in flow. The formation of EDA was quantified by in-line infrared (IR) spectroscopy, which enabled fast and convenient optimization of the reaction conditions. In the second part, a screening of inexpensive and benign catalysts for the cyclopropanation of EDA with isobutene was carried out in batch. The latter can be obtained from bio-based sources, making this reaction especially appealing from a sustainability point of view. Subsequently, a preliminary investigation of flow conditions was conducted, showing great potential in a flow process involving the cyclopropanation of EDA in the future. Our investigations clear the path toward an environmentally-friendly preparation of cyclopropanes, which are in turn important building blocks for molecules such as Cilastatin, a key pharmaceutical deemed essential by the World Health Organization (WHO).


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  • Nicolas, Bastien ULiège Université de Liège > Master en sc. chimiques, à fin.

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