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  4. Chemoselective three-phase hydrogenation of an Ombrabulin nitro-stilbene intermediate in a continuous-flow mobile platform
 
research article

Chemoselective three-phase hydrogenation of an Ombrabulin nitro-stilbene intermediate in a continuous-flow mobile platform

Rehm, Thomas H.
•
Reinhard, Dorothee
•
Kost, Hans-Joachim
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2017
Chemical Engineering Journal

The chemoselective three-phase hydrogenation of an Ombrabulinintermediate based on a nitro-stilbene framework was used as a case study for the formation of the primary amine without affecting the double bond. Two catalysts were tested: Pt nanoparticles supported on ZnO (Pt/ZnO) and agglomerated nitrogen-doped carbon nanotubes (NCNTs). Both materials show a high selectivity at close to full conversion in terms of amine formation (>99%) without changing the configuration of the central stilbene C=C double bond. The continuous hydrogenation process was first tested in lab scale reactors (2 mL and 6 mL) combined with a high pressure interdigital micromixer to ensure efficient three-phase contact. While the specific reactor performance (defined as productivity per unit of reactor volume) was 1.5-fold higher for the Pt/ZnO, the NCNT catalyst was found to be more suitable for flow operation due to a lower pressure drop over the catalytic packed bed. The catalytic reactor was then scaled up to 50 mL and operated in the EcoTrainer mobile modular platform for the hydrogenation of the Ombrabulin intermediate demonstrating a safe, flexible and sustainable fine chemical synthesis. (C) 2017 Elsevier B.V. All rights reserved.

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Type
research article
DOI
10.1016/j.cej.2017.02.022
Web of Science ID

WOS:000398985200109

Author(s)
Rehm, Thomas H.
Reinhard, Dorothee
Kost, Hans-Joachim
Hofmann, Christian
Zapf, Ralf
Loeb, Patrick
Laribi, Yosra
Perrichon, Philippe
Berguerand, Charline  
Kiwi-Minsker, Lioubov  
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Date Issued

2017

Publisher

Elsevier Science Sa

Published in
Chemical Engineering Journal
Volume

316

Start page

1069

End page

1077

Subjects

Chemoselective hydrogenation

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Continuous-flow

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Mobile modular synthesis platform

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Platinum nanoparticles

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Nitrogen-doped carbon nanotubes

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E/Z-Isomers

Editorial or Peer reviewed

REVIEWED

Written at

EPFL

EPFL units
LGRC  
Available on Infoscience
May 30, 2017
Use this identifier to reference this record
https://infoscience.epfl.ch/handle/20.500.14299/137873
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