Investigation of the reaction products of triacetonamine and ethyl cyanoacetate under knoevenagel reaction conditions

Autor:	M. V. Rubtsov, E. I. Levkoeva, E. S. Nikitskaya, V. A. Puchkov, N. S. Vul'fson
Rok vydání:	1970
Předmět:	chemistry.chemical_compound Chemistry Ethyl cyanoacetate Organic Chemistry Mass spectrum Organic chemistry Knoevenagel condensation Acid hydrolysis Triacetonamine Ammonium acetate Derivative (chemistry)
Zdroj:	Chemistry of Heterocyclic Compounds. 6:592-596
ISSN:	1573-8353 0009-3122
DOI:	10.1007/bf00500681
Popis:	Reaction of triacetonamine with ethyl cyanoacetate and ammonium acetate gives, in addition to the normal Knoevenagel reaction product (2,2,6,6-tetramethyl-4-ethoxycarbonylcyanomethylenepiperidine), its conversion product 3-cyano-4-(β,β-dimethylvinyl)-6,6-dimethyl-Δ3-dehydro-2-piperidone. Acid hydrolysis of the latter gives a dihydro-α-pyrone derivative. The mechanism of the formation of the new compounds is discussed, and their structures are proved by their NMR and mass spectra.
Databáze:	OpenAIRE
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