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Synthetic Communications
An International Journal for Rapid Communication of Synthetic Organic Chemistry
Volume 42, 2012 - Issue 6
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Original Articles

O-Acylation of Substituted Phenols with Various Alkanoyl Chlorides Under Phase-Transfer Catalyst Conditions

Alina Marieta Simion “Politehnica” University of Bucharest, Department of Organic Chemistry, Bucharest, Romania
,
Iwao Hashimoto Department of Material Science, Wakayama National College of Technology, Goboh City, Wakayama, Japan
,
Yoshiharu Mitoma Department of Environmental Sciences, Faculty of Life and Environmental Sciences, Prefectural University of Hiroshima, Shobara City, Hiroshima, Japan
,
Naoyoshi Egashira Department of Environmental Sciences, Faculty of Life and Environmental Sciences, Prefectural University of Hiroshima, Shobara City, Hiroshima, Japan
&
Cristian Simion “Politehnica” University of Bucharest, Department of Organic Chemistry, Bucharest, RomaniaCorrespondence[email protected]
Pages 921-931 | Received 14 Apr 2011, Published online: 11 Nov 2011
 
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Abstract

Esterification of several types of mono- and disubstituted phenols with various mono- and dialkanoyl chlorides was performed in phase-transfer catalysis conditions, using tetrabutylammonium chloride in a mixture of aqueous NaOH and dichloromethane. The process is particularly efficient (almost quantitative yields) as well as rapid (only 5 min reaction time, at a temperature of 0 °C).

GRAPHICAL ABSTRACT

Notes

This paper is dedicated to the memory of Professor Iwao Hashimoto (1942–2011).

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