Arkivoc

Synthesis of triacetonamine N-alkyl derivatives reinvestigated

K Banert, K Fink, M Hagedorn, F Richter

Index: Banert, Klaus; Fink, Katharina; Hagedorn, Manfred; Richter, Frank Arkivoc, 2012 , vol. 2012, # 3 p. 379 - 390

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Citation Number: 2

Abstract

Abstract The N-alkylated 2, 2, 6, 6-tetramethylpiperidin-4-ones 3c–f were prepared from the acetal 6a of triacetonamine (3a) by alkylation followed by hydrolysis of the acetal functionality or alternatively from the corresponding secondary alcohol 2, 2, 6, 6- tetramethylpiperidin-4-ol (7a) by N-alkylation and subsequent oxidation to introduce the ketone unit. Direct alkylation of 3a was only possible by using highly reactive halides such ...