Reinvestigation of the Polonovski reaction. Synthesis of deuterated dimethylamine and formaldehyde

RN Renaud, LC Leitch

Index: Renaud,R.N.; Leitch,L.C. Canadian Journal of Chemistry, 1968 , vol. 46, p. 385 - 390

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Citation Number: 8

Abstract

Dimethylaminomethyl acetate, a postulated intermediate in the Polonovski reaction, has been isolated for the first time in 80% yield from the reaction between trimethylamine N- oxide and one equivalent of acetic anhydride. With more acetic anhydride the dimethylaminomethyl ester gave N, N-dimethyl acetamide and two other products which have been identified as 2-(dimethylaminornethyl) acrylic acid and 2, 2-bis (acetoxymethyl) ...