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Synlett 1999; 1999(12): 1972-1974
DOI: 10.1055/s-1999-2963
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A Concise Synthesis of N-(Trideuteromethyl)morpholine-N-oxide Monohydrate

Thomas Rosenau* , Antje Potthast, Paul Kosma
  • *Christian-Doppler-Laboratory, University of Agricultural Sciences - Vienna, Muthgasse 18, A-1190 Vienna, Austria; Fax + 43 13 60 06 60 59; E-mail: pkosma@edv2.boku.ac.at
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Publication Date:
31 December 1999 (online)

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An efficient synthesis of N-(trideuteromethyl)morpholine-N-oxide monohydrate (3) is described. The procedure applies the tocopheryl protecting group, and makes use of sodium percarbonate as the oxidant and water donor, thus avoiding both the troublesome direct alkylation of morpholine and the unsuitable oxidation by aqueous hydrogen peroxide. Overall yields of purified material range above 90%.

N-methylmorpholine-N-oxide - amine oxides - sodium percarbonate - Toc protecting group

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