Facile Preparation of Polymer-Supported Methyl Sulfonate and its Recyclable Use for Methylation of Carboxylic Acids and Amines

Tomonori Yoshino; Hideo Togo

doi:10.1055/s-2005-862348

LETTER

Facile Preparation of Polymer-Supported Methyl Sulfonate and its Recyclable Use for Methylation of Carboxylic Acids and Amines

Tomonori Yoshino^a, Hideo Togo*^a,b
^a Graduate School of Science and Technology, Chiba University, Yayoi-cho 1-33, Inage-ku 263-8522, Japan
^b Department of Chemistry, Faculty of Science, Chiba University, Yayoi-cho 1-33, Inage-ku 263-8522, Japan
e-Mail: togo@faculty.chiba-u.jp;

Abstract

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Abstract

A simple and efficient one-pot procedure for the preparation of polymer-supported methyl sulfonate from the reaction of polymer-supported sulfonic acid with trimethyl orthoacetate was achieved, and it could be successfully used for efficient methylation of carboxylic acids, phosphonic acids, sulfinic acids, amines, thiol, and phenol. Moreover, the polymer reagent could be recovered, regenerated, and reused easily for the same reactions.

Key words

polymer-supported methyl sulfonate - trimethyl orthoacetate - methylation - carboxylic acid - phosphonic acid - amine - environmentally benign

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