Literature DB >> 16398561

Continuous-flow high pressure hydrogenation reactor for optimization and high-throughput synthesis.

Richard V Jones1, Lajos Godorhazy, Norbert Varga, Daniel Szalay, Laszlo Urge, Ferenc Darvas.   

Abstract

This paper reports on a novel continuous-flow hydrogenation reactor and its integration with a liquid handler to generate a fully automated high-throughput hydrogenation system for library synthesis. The reactor, named the H-Cube, combines endogenous hydrogen generation from the electrolysis of water with a continuous flow-through system. The system makes significant advances over current batch hydrogenation reactors in terms of safety, reaction validation efficiency, and rates of reaction. The hydrogenation process is described along with a detailed description of the device's main parts. The reduction of a series of functional groups, varying in difficulty up to 70 degrees C and 70 bar are also described. The paper concludes with the integration of the device into an automated liquid handler followed by the reduction of a nitro compound in a high throughput manner. The system is fully automated and can conduct 5 reactions in the time it takes to perform and workup one reaction manually on a standard batch reactor.

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Mesh:

Year:  2006        PMID: 16398561     DOI: 10.1021/cc050107o

Source DB:  PubMed          Journal:  J Comb Chem        ISSN: 1520-4766


  8 in total

1.  Highly selective deuteration of pharmaceutically relevant nitrogen-containing heterocycles: a flow chemistry approach.

Authors:  Sándor B Ötvös; István M Mándity; Ferenc Fülöp
Journal:  Mol Divers       Date:  2010-09-15       Impact factor: 2.943

2.  Tunable electrochemical pH modulation in a microchannel monitored via the proton-coupled electro-oxidation of hydroquinone.

Authors:  Nicholas M Contento; Paul W Bohn
Journal:  Biomicrofluidics       Date:  2014-08-28       Impact factor: 2.800

3.  Stepwise aromatic nucleophilic substitution in continuous flow. Synthesis of an unsymmetrically substituted 3,5-diamino-benzonitrile library.

Authors:  László Lengyel; Viktor Gyóllai; Tamás Nagy; György Dormán; Péter Terleczky; Viktor Háda; Katalin Nógrádi; Ferenc Sebok; László Urge; Ferenc Darvas
Journal:  Mol Divers       Date:  2010-12-29       Impact factor: 2.943

4.  Evaluation of a commercial packed bed flow hydrogenator for reaction screening, optimization, and synthesis.

Authors:  Marian C Bryan; David Wernick; Christopher D Hein; James V Petersen; John W Eschelbach; Elizabeth M Doherty
Journal:  Beilstein J Org Chem       Date:  2011-08-22       Impact factor: 2.883

5.  Continuous flow hydrogenation using polysilane-supported palladium/alumina hybrid catalysts.

Authors:  Hidekazu Oyamada; Takeshi Naito; Shū Kobayashi
Journal:  Beilstein J Org Chem       Date:  2011-05-31       Impact factor: 2.883

6.  A concise flow synthesis of indole-3-carboxylic ester and its derivatisation to an auxin mimic.

Authors:  Marcus Baumann; Ian R Baxendale; Fabien Deplante
Journal:  Beilstein J Org Chem       Date:  2017-11-29       Impact factor: 2.883

7.  Continuous-flow synthesis of primary amines: Metal-free reduction of aliphatic and aromatic nitro derivatives with trichlorosilane.

Authors:  Riccardo Porta; Alessandra Puglisi; Giacomo Colombo; Sergio Rossi; Maurizio Benaglia
Journal:  Beilstein J Org Chem       Date:  2016-12-05       Impact factor: 2.883

8.  Synthesis of Natural and Unnatural Cyclooligomeric Depsipeptides Enabled by Flow Chemistry.

Authors:  Daniel Lücke; Toryn Dalton; Steven V Ley; Zoe E Wilson
Journal:  Chemistry       Date:  2016-02-04       Impact factor: 5.236

  8 in total

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