Benzylation of hydroxy groups with tertiary amine as a base

TETRAHEDRON

卷:68

Article

Gathirwa, Jeremiah W.¹  Maki, Toshihide¹ 

[1] Nagasaki Univ, Grad Sch Biomed Sci, Nagasaki 8528521, Japan

关键词: Benzylation;    C-O coupling;    Solventless reaction;   

DOI  :  10.1016/j.tet.2011.10.016

来源: Elsevier

【 摘 要 】

The benzylation of hydroxy groups in the presence of tertiary amines is described. A mixture of an alcohol and a benzyl halide afforded the corresponding benzyl ether in good to excellent yields in the presence of diisopropylethylamine. The importance of solventless conditions was observed. The reaction showed high tolerance to many functional groups including benzoate, even at a reaction temperature of 150 degrees C. Sodium iodide was found to be an efficient catalyst to accelerate the reaction. (C) 2011 Elsevier Ltd. All rights reserved.

【 授权许可】

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