Journal of Flow Chemistry
Volume/Issue:
Volume 6: Issue 4
Application of flow chemistry to macrocyclization of crown ethers
Authors:
Tamás Fődi Budapest University of Technology and Economics, PO Box 91, H-1521 Budapest, Hungary

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József Kupai Budapest University of Technology and Economics, PO Box 91, H-1521 Budapest, Hungary

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György Túrós Chemical Works of Gedeon Richter Plc., PO Box 27, H-1475 Budapest, Hungary

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Tamás Németh Budapest University of Technology and Economics, PO Box 91, H-1521 Budapest, Hungary

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Eszter Rojik Budapest University of Technology and Economics, PO Box 91, H-1521 Budapest, Hungary

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Eszter Riethmüller Chemical Works of Gedeon Richter Plc., PO Box 27, H-1475 Budapest, Hungary

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György Tibor Balogh Budapest University of Technology and Economics, PO Box 91, H-1521 Budapest, Hungary
Chemical Works of Gedeon Richter Plc., PO Box 27, H-1475 Budapest, Hungary

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Péter Huszthy Budapest University of Technology and Economics, PO Box 91, H-1521 Budapest, Hungary

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Pages:
297–301
Online Publication Date:
Dec 2016
Publication Date:
01 Dec 2016
Article Category:
Research Article
DOI:
https://doi.org/10.1556/1846.2016.00033
Restricted access

This paper reports a new continuous-flow synthesis of chiral and achiral pyridino-18-crown-6 ethers. Macrocyclizations have been performed in a packed-bed flow reactor where deprotonation of a bifunctional primary or a secondary alcohol takes place with potassium hydroxide as a heterogeneous base avoiding the use of stronger and more dangerous one, sodium hydride. Ditosylate derivatives of pyridine as precursors for the macrocyclization used in batch condition were replaced by the appropriate diiodides and optimization of the parameters provided higher yields in shorter reaction times. The setup presented here is suitable for the preparation of different ethers by Williamsontype syntheses in continuous-flow reactions.

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Cover Journal of Flow Chemistry
Journal of Flow Chemistry A Journal of the Flow Chemistry Society
Print ISSN:
2062-249X
Online ISSN:
2063-0212

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Journal of Flow Chemistry
Language English
Size A4
Year of
Foundation		 2011
Volumes
per Year		 1
Issues
per Year		 4
Founder Áramlásos Kémiai Tudományos Társaság
Founder's
Address		 H-1031 Budapest, Hungary Záhony utca 7.
Publisher Akadémiai Kiadó
Springer Nature Switzerland AG
Publisher's
Address		 H-1117 Budapest, Hungary 1516 Budapest, PO Box 245.
CH-6330 Cham, Switzerland Gewerbestrasse 11
Responsible
Publisher		 Chief Executive Officer, Akadémiai Kiadó
ISSN 2062-249X (Print)
ISSN 2063-0212 (Online)

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