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Synthetic Communications
An International Journal for Rapid Communication of Synthetic Organic Chemistry
Volume 37, 2007 - Issue 11
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Original Articles

Practical Method for 2‐Hydroxyphenylketimine Synthesis

, , , , &
Pages 1765-1777 | Received 04 Oct 2006, Published online: 30 Jun 2007
 

Abstract

A series of hydroxyphenylketimines, of which 15 are new, was synthesized in methanol at high temperature (200°C) using a sealed steel reactor. This reaction setup especially enhances the synthesis of 2‐hydroxyphenylketimines, with yields up to six times higher than those obtained with the conventional acid‐catalyzed method under refluxing conditions. In fact, some imines were achievable only by the autoclave method.

Acknowledgments

The financial support of the Magnus Ehrnrooth Foundation and the University of Helsinki is gratefully acknowledged. J. Matikainen's assistance in operating the mass spectrometer is greatly appreciated.

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