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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

Solvent‐Free Williamson Synthesis: An Efficient, Simple, and Convenient Method for Chemoselective Etherification of Phenols and Bisphenols

Ahmad R. Massah Department of Chemistry, Islamic Azad University, Shahreza Branch, Shahreza, Isfahan, IranCorrespondence[email protected]
,
Masumeh Mosharafian Department of Chemistry, Islamic Azad University, Shahreza Branch, Shahreza, Isfahan, Iran
,
Ahamad R. Momeni Department of Chemistry, Islamic Azad University, Shahreza Branch, Shahreza, Isfahan, Iran
,
Hamid Aliyan Department of Chemistry, Islamic Azad University, Shahreza Branch, Shahreza, Isfahan, Iran
,
H. Javaherian Naghash Department of Chemistry, Islamic Azad University, Shahreza Branch, Shahreza, Isfahan, Iran
&
Mohamad Adibnejad Department of Chemistry, Islamic Azad University, Falavarjan Branch, Falavarjan, Isfahan, Iran
Pages 1807-1815 | Received 04 Aug 2006, Published online: 30 Jun 2007
 
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Abstract

Etherification of phenols with dimethyl‐ and diethylsulfates and benzyl chloride was performed efficiently in the presence of a suitable solid base, NaHCO3 or K2CO3, under solvent‐free conditions. The reaction proceeded rapidly at low temperature, and the corresponding ethers were obtained with high purity and excellent yield. Selective etherification of electron‐poor phenols in the presence of electron‐rich ones and also selective mono‐etherification of bisphenols are the noteworthy advantages of this method. This method is environmentally friendly.

Acknowledgment

We appreciate partial support from the Islamic Azad University of Shahreza Research Council.

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