Abstract
The previously unknown 2,2-dimethyl-5-(2-oxocyclohexylmethyl)tetrahydro-4-pyrone was obtained by condensation of 2,2-dimethyltetrahydro-4-pyronewith 2-dimethylaminomethylcyclohexane. The Mannich reaction of the product leads only to monoaminomethylation to give 2,2-dimethyl-5-(3-dimethylaminomethyl-2-oxocyclohexylmethyl)tetrahydro-4-pyrone. On reaction with hydroxylamine hydrochloride both 1,5-diketones are converted to the corresponding 2-oxahydroacridines.
Similar content being viewed by others
Literature cited
L. N. Donchak, V. A. Kaminskii, and M. N. Tilichenko, Khim. Geterotsikl. Soedin., 239 (1975).
M. N. Tilichenko and G. V. Pavel', Zh. Organ. Khim., 1, 1992 (1965).
I. N. Nazarov and E. T. Golovina, Zh. Obshch. Khim., 26, 483 (1956).
A. D. Chumak, G. V. Pavel', and M. N. Tilichenko, Khim. Geterotsikl. Soedin., 738 (1973).
A. Weissberger (editor), Determination of the Structure of Organic Compounds by Physical and Chemical Methods [Russian translation], Vol. 1, Khimiya (1967), p. 184.
V. A. Stonik, V. I. Vysotskii, and M. N. Tilichenko, Khim. Geterotsikl. Soedin., 763 (1968).
F. F. Blicke, J. Org. Chem., 24, 1225 (1959).
A. N. Elizarova and I. N. Nazarov, Izv. Akad. Nauk SSSR, Otd. Khim. Nauk, 223 (1970).
M. N. Tilichenko, G. V. Pavel′, and A. D. Chumak, Zh. Organ. Khim., 7, 704 (1971).
Author information
Authors and Affiliations
Additional information
See [1] for communication XIV.
Translated from Khimiya Geterotsiklicheskikh Soedinenii, No. 2, pp. 243–245, February, 1975.
Rights and permissions
About this article
Cite this article
Pavel', G.V., Tilichenko, M.N. Reactions of 1,5-diketones. Chem Heterocycl Compd 11, 209–211 (1975). https://doi.org/10.1007/BF00471401
Received:
Issue Date:
DOI: https://doi.org/10.1007/BF00471401