Laboratory-Scale Synthesis of Nitriles by Catalysed Dehydration of Amides and Oximes under Flash Vacuum Pyrolysis (FVP) Conditions

Jacqueline A. Campbell; Graham McDougald; Hamish McNab; Lovat V. C. Rees; Richard G. Tyas

doi:10.1055/s-2007-990782

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Synthesis 2007(20): 3179-3184
DOI: 10.1055/s-2007-990782

PAPER

Laboratory-Scale Synthesis of Nitriles by Catalysed Dehydration of Amides and Oximes under Flash Vacuum Pyrolysis (FVP) Conditions

Jacqueline A. Campbell^a, Graham McDougald^b, Hamish McNab*^b, Lovat V. C. Rees^†b, Richard G. Tyas^b
^a Syngenta Crop Protection AG, Schwardzwaldallee 215, P.O. Box, 4002 Basel, Switzerland
Fax: +41(61)3238971; e-Mail: jacqui.campbell@syngenta.com;
^b School of Chemistry, The University of Edinburgh, West Mains Road, Edinburgh EH9 3JJ, UK
Fax: +44(131)6504743; e-Mail: H.McNab@ed.ac.uk;

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Publication History

Received 29 June 2007
Publication Date:
21 September 2007 (online)

Abstract
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Abstract

Dehydration of amides and oximes can be catalysed by 3 Å molecular sieves or by tungsten trioxide under flash vacuum pyrolysis (FVP) conditions. This provides a convenient synthesis of aliphatic, aromatic, and heterocyclic nitriles, generally in excellent yields under mild, neutral, and short contact time conditions.

Key words

gas-phase reaction - amides - oximes - nitriles - heterogeneous catalysis

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