Continuous Synthesis and Purification by Coupling a Multistep Flow Reaction with Centrifugal Partition Chromatography

Róbert Örkényi, János Éles, F. Faigl, Péter Vincze, Anita Prechl, Zoltán Szakács, János Kóti, István Greiner

Research output: Contribution to journalArticle

12 Citations (Scopus)

Abstract

Continuous-flow multistep synthesis is combined with quasi-continuous final-product purification to produce pure products from crude reaction mixtures. In the nucleophilic aromatic substitution of 2,4-difluoronitrobenzene with morpholine followed by a heterogeneous catalytic hydrogenation, the desired monosubstituted product can be continuously separated from the co- and by-products in a purity of over 99 % by coupling a flow reactor sequence to a multiple dual-mode (MDM) centrifugal partition chromatography (CPC) device. This purification technique has many advantages over HPLC, such as higher resolution and no need for column replacement or silica recycling, and it does not suffer from irreversible adsorption.

Original languageEnglish
Pages (from-to)8742-8745
Number of pages4
JournalAngewandte Chemie - International Edition
Volume56
Issue number30
DOIs
Publication statusPublished - Jan 1 2017

Fingerprint

Chromatography
Purification
Silicon Dioxide
Hydrogenation
Byproducts
Recycling
Substitution reactions
Silica
Adsorption
morpholine

Keywords

  • centrifugal partition chromatography
  • continuous flow chemistry
  • multistep synthesis
  • purification

ASJC Scopus subject areas

  • Catalysis
  • Chemistry(all)

Cite this

Continuous Synthesis and Purification by Coupling a Multistep Flow Reaction with Centrifugal Partition Chromatography. / Örkényi, Róbert; Éles, János; Faigl, F.; Vincze, Péter; Prechl, Anita; Szakács, Zoltán; Kóti, János; Greiner, István.

In: Angewandte Chemie - International Edition, Vol. 56, No. 30, 01.01.2017, p. 8742-8745.

Research output: Contribution to journalArticle

Örkényi, Róbert ; Éles, János ; Faigl, F. ; Vincze, Péter ; Prechl, Anita ; Szakács, Zoltán ; Kóti, János ; Greiner, István. / Continuous Synthesis and Purification by Coupling a Multistep Flow Reaction with Centrifugal Partition Chromatography. In: Angewandte Chemie - International Edition. 2017 ; Vol. 56, No. 30. pp. 8742-8745.
@article{81a0363eee6e49e782c73f03f4fd1080,
title = "Continuous Synthesis and Purification by Coupling a Multistep Flow Reaction with Centrifugal Partition Chromatography",
abstract = "Continuous-flow multistep synthesis is combined with quasi-continuous final-product purification to produce pure products from crude reaction mixtures. In the nucleophilic aromatic substitution of 2,4-difluoronitrobenzene with morpholine followed by a heterogeneous catalytic hydrogenation, the desired monosubstituted product can be continuously separated from the co- and by-products in a purity of over 99 {\%} by coupling a flow reactor sequence to a multiple dual-mode (MDM) centrifugal partition chromatography (CPC) device. This purification technique has many advantages over HPLC, such as higher resolution and no need for column replacement or silica recycling, and it does not suffer from irreversible adsorption.",
keywords = "centrifugal partition chromatography, continuous flow chemistry, multistep synthesis, purification",
author = "R{\'o}bert {\"O}rk{\'e}nyi and J{\'a}nos {\'E}les and F. Faigl and P{\'e}ter Vincze and Anita Prechl and Zolt{\'a}n Szak{\'a}cs and J{\'a}nos K{\'o}ti and Istv{\'a}n Greiner",
year = "2017",
month = "1",
day = "1",
doi = "10.1002/anie.201703852",
language = "English",
volume = "56",
pages = "8742--8745",
journal = "Angewandte Chemie - International Edition",
issn = "1433-7851",
publisher = "John Wiley and Sons Ltd",
number = "30",

}

TY - JOUR

T1 - Continuous Synthesis and Purification by Coupling a Multistep Flow Reaction with Centrifugal Partition Chromatography

AU - Örkényi, Róbert

AU - Éles, János

AU - Faigl, F.

AU - Vincze, Péter

AU - Prechl, Anita

AU - Szakács, Zoltán

AU - Kóti, János

AU - Greiner, István

PY - 2017/1/1

Y1 - 2017/1/1

N2 - Continuous-flow multistep synthesis is combined with quasi-continuous final-product purification to produce pure products from crude reaction mixtures. In the nucleophilic aromatic substitution of 2,4-difluoronitrobenzene with morpholine followed by a heterogeneous catalytic hydrogenation, the desired monosubstituted product can be continuously separated from the co- and by-products in a purity of over 99 % by coupling a flow reactor sequence to a multiple dual-mode (MDM) centrifugal partition chromatography (CPC) device. This purification technique has many advantages over HPLC, such as higher resolution and no need for column replacement or silica recycling, and it does not suffer from irreversible adsorption.

AB - Continuous-flow multistep synthesis is combined with quasi-continuous final-product purification to produce pure products from crude reaction mixtures. In the nucleophilic aromatic substitution of 2,4-difluoronitrobenzene with morpholine followed by a heterogeneous catalytic hydrogenation, the desired monosubstituted product can be continuously separated from the co- and by-products in a purity of over 99 % by coupling a flow reactor sequence to a multiple dual-mode (MDM) centrifugal partition chromatography (CPC) device. This purification technique has many advantages over HPLC, such as higher resolution and no need for column replacement or silica recycling, and it does not suffer from irreversible adsorption.

KW - centrifugal partition chromatography

KW - continuous flow chemistry

KW - multistep synthesis

KW - purification

UR - http://www.scopus.com/inward/record.url?scp=85020489367&partnerID=8YFLogxK

UR - http://www.scopus.com/inward/citedby.url?scp=85020489367&partnerID=8YFLogxK

U2 - 10.1002/anie.201703852

DO - 10.1002/anie.201703852

M3 - Article

VL - 56

SP - 8742

EP - 8745

JO - Angewandte Chemie - International Edition

JF - Angewandte Chemie - International Edition

SN - 1433-7851

IS - 30

ER -