Summary
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1.
6-Phenyl-2H-pyran-2-one is nitrated by nitric acid in the pyran ring with formation of 3-nitro-6-phenyl-2H-pyran-2-one.
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2.
In the action of sodium alkoxides on 6-phenyl-2H-pyran-2-one,the opening of the pyran ring occurs with formation of 4-benzoylcrotonic esters.
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3.
The action of alkaline agents on 6-phenyl-2H-pyran-2-one leads, as a result of the cleavage of the 4-benzoylcrotonic acid formed, to acetophenone, 4-phenylbenzophenone, and 5-(2-benzoylvinyl)-6-phenyl-2H-pyran-2-one.
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Literature cited
L. I. Zakharkin and L. P. Sorokina, Izv. AN SSSR, Otd. khim. n.,1958, 1445.
L. P. Sorokina and L. I. Zakharkin, Izv. AN SSSR, Ser. khim.,1964, 73.
N. P. Shusherina, N. D. Dmitrieva, T. F. Kozlova, and R. Ya. Levina, Zh. obshch. khimii,30, 2829 (1960).
G. Ciamician and P. Silber, Ber.,27, 849 (1894).
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Translated from Izvestiya Akademii Nauk SSSR, Seriya Khimicheskaya, No. 5, pp. 870–876, May, 1965 Original article submitted May 16, 1963
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Zakharkin, L.I., Sorokina, L.P. Some reactions of 6-phenyl-2H-pyran-2-one. Russ Chem Bull 14, 840–844 (1965). https://doi.org/10.1007/BF00845699
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DOI: https://doi.org/10.1007/BF00845699