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The effect of water on synthesis of triacetonamine from acetonine in acetone

P. Danko, J. Durmis, M. Karvaš, J. Hrabinová, and E. Kardoš

Research Institute of Chemical Technology, CS-836 03 Bratislava

 

Abstract:  The effect of water on synthesis of 2,2,6,6-tetramethy1-4-piperidone (triacetonamine) from 2,2,4,6,6-pentarnethy1-1,2,5,6-tetrahydropyrimidine (acetonine) in acetone under catalysis of acetic acid has been investigated. The results obtained indicate a considerable effect of water on selectivity of synthesis of triacetonamine from acetonine. The selectivity in a practically water-free medium was found to be more than 100 %. With the increasing amount of water in the reaction mixture at the outset of reaction the selectivity decreased. At the mole ratio n(F120)/n(acetonine) = 3 :I only 47 % selectivity  was achieved, the reaction was shifted to formation of acetone and the amounts of by-products decreased. The possible  sequence of reactions and the role of 4-amino-4-methyl-2-pentanone (diacetonamine), formed on decomposition of    acetonine, are discussed.

Full paper in Portable Document Format: 396a775.pdf

 

Chemical Papers 39 (6) 775–782 (1985)

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