ISSN print edition: 0366-6352 ISSN electronic edition: 1336-9075 Registr. No.: MK SR 9/7 Published monthly

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)