Abstract
The reaction of 5-bromofurfural with potassium alkoxides in an alcohol medium was studied, and 5-alkoxyfurfurals and the products of their condensation with m-nitroacetophenone were obtained. A mechanism for the alkoxylation is proposed on the basis of the kinetic data.
Similar content being viewed by others
Literature cited
Z. N. Nazarova and Yu. A. Babaeva, Zh. Obshch. Khim., 34, 4010 (1964).
Z. N. Nazarova and G. F. Potemkin, Zh. Org. Khim., 1, 1709 (1965).
R. Kada and J. Kovač, Chem. Zvesti, 29, 402 (1975).
D. R. Shridhar, C. V. R. Sasty, M. Jogbhukta, S. R. Moorty, N. K. Vaidya, and P. G. Reddy, Org. Prep. Proc. Int., 8, 302 (1976); Ref. Zh. Khim., 7Zh137 (1978).
V. Knoppova, A. Beno, R. Kada, and J. Kovač, Collect. Czech. Chem. Commun., 76, 1433 (1980).
Shin-ichi Shimamura, Yakugaku Zasshi, 80, 429 (1960); Ref. Zh. Khim., 17Zh175 (1961).
N. K. Kochetkov and É. E. Nifant'ev, Vestn. Mosk. Gos. Univ., Ser. Khim., No. 5, 119 (1958).
D. Manly and E. D. Amstutz, J. Org. Chem., 21, 516 (1958).
J. Miller, J. Am. Chem. Soc., 76, 1433 (1954).
V. N. Novikov, S. V. Borodaev, and L. D. Babeshkina, Khim. Geterotsikl. Soedin., No. 5, 601 (1982).
Z. N. Nazarova, V. N. Novikov, and V. S. Pustovarov, Zh. Org. Khim., 2, 161 (1966).
Z. N. Nazarova and V. S. Pustovarov, Khim. Geterotsikl. Soedin., No. 4, 586 (1969).
V. N. Novikov and Z. N. Nazarova, Khim. Geterotsikl. Soedin., No. 1, 3 (1967).
I. Ya. Bernshtein and Yu. L. Kaminskii, Spectrophotometric Analysis in Organic Chemistry [in Russian], Khimiya, Leningrad (1975), p. 65.
Author information
Authors and Affiliations
Additional information
Translated from Khimiya Geterotsiklicheskikh Soedinenii, No. 6, pp. 747–750, June, 1982.
Rights and permissions
About this article
Cite this article
Novikov, V.N., Polyakov, V.E. Synthesis, kinetics of the formation, and physical properties of 5-alkoxyfurfurals. Chem Heterocycl Compd 18, 563–566 (1982). https://doi.org/10.1007/BF00506141
Received:
Issue Date:
DOI: https://doi.org/10.1007/BF00506141