Document Detail


Elemental fluorine. Part 18. Selective direct fluorination of 1,3-ketoesters and 1,3-diketones using gas/liquid microreactor technology.
MedLine Citation:
PMID:  16175270     Owner:  NLM     Status:  MEDLINE    
Abstract/OtherAbstract:
1,3-Ketoesters and 1,3-diketones react with fluorine gas, using Durham multichannel modular microreactor technology, on a preparatively useful scale. High conversions and yields of monofluorinated products were obtained. A consideration of the mechanism of fluorination of dicarbonyl systems provides a rationale of the scope and limitations of the use of microreactor technology for such direct fluorination processes. We conclude that it is especially appropriate for the fluorination of diketones and ketoesters that exist mainly in the enol form at equilibrium and/or undergo rapid keto-enol interconversion. A one-stage route to fluoroketones from ketoesters was achieved by allowing the crude product mixture obtained from the fluorination of the ketoesters to stand for a period of time before reaction work-up.
Authors:
Richard D Chambers; Mark A Fox; Graham Sandford
Publication Detail:
Type:  Journal Article; Research Support, Non-U.S. Gov't     Date:  2005-08-15
Journal Detail:
Title:  Lab on a chip     Volume:  5     ISSN:  1473-0197     ISO Abbreviation:  Lab Chip     Publication Date:  2005 Oct 
Date Detail:
Created Date:  2005-09-21     Completed Date:  2005-12-13     Revised Date:  2006-11-15    
Medline Journal Info:
Nlm Unique ID:  101128948     Medline TA:  Lab Chip     Country:  England    
Other Details:
Languages:  eng     Pagination:  1132-9     Citation Subset:  IM    
Affiliation:
Department of Chemistry, University of Durham, Durham, UKDH1 3LE. r.d.chambers@durham.ac.uk
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MeSH Terms
Descriptor/Qualifier:
Biotechnology / methods*
Carbon / chemistry
Esters / chemistry*
Fluorine / chemistry*
Fluorine Compounds / chemical synthesis,  chemistry*
Gases
Ketones / chemistry*
Magnetic Resonance Spectroscopy
Mass Spectrometry
Microfluidic Analytical Techniques / instrumentation*,  methods*
Models, Chemical
Chemical
Reg. No./Substance:
0/Esters; 0/Fluorine Compounds; 0/Gases; 0/Ketones; 7440-44-0/Carbon; 7782-41-4/Fluorine

From MEDLINE®/PubMed®, a database of the U.S. National Library of Medicine


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