Abstract
When 4-alkyl-2-(5′-X-2′-furyl)-1,3-dioxolanes are heated in the presence of tert-butyl peroxide the acetal ring is opened at the C-O 3–4 bond to give isomeric esters of 5-substituted furan-2-carboxylic acid. The structure of the product was confirmed by means of the UV and IR spectra, gas-liquid chromatography, and alternative synthesis.
Similar content being viewed by others
Literature cited
Z. I. Zelikman, A. I. Shkrebets, and V. G. Jul'nevich, Khim. Geterotsikl. Soedin., No. 2, 162 (1976).
C. S. Rondestvedt and J. I. Mantell, J. Am. Chem. Soc.,84, 3307 (1962).
F. Weiss, Bull. Soc. Chim. France, 1358 (1965),
E. S. Huyser and Z. Garcia, J. Org. Chem.,27, 2716 (1962).
V. I. Isagulyants, D. L. Rakhmankulov, and S. S. Zlot-skii, Dokl. Akad. Nauk SSSR,200, No. 6, 1356 (1971).
D. L. Rakhmankulov, V. I. Isagulyants, and S. S, Zlot-skii, Zh. Prikl. Khim.,46, 477 (1973).
A. L. Mndzhoyan and M. G. Grigoryan, in: Syntheses of Heterocyclic Compounds [in Russian], Vol. 1, Erivan (1956), p. 34.
Z. I. Zelikman, L. A. Falina, A. I. Shkrebets, and V. G. Kul'nevich, Izv. Vyssh. Uchebn. Zaved., Ser. Khim.,16, No. 9, 1332 (1973).
A. A. Ponomarev, Syntheses and Reactions of Furan Substances [in Russian], Saratov (1960), p. 244.
Z. I. Zelikman and V. G. Kul'nevich, Khim. Geterotsikl. Soedin., No. 3, 367 (1969).
Yu. I. Yur'ev, Practical Studies in Organic Chemistry [in Russian], Vols. 1–2, Moscow (1964), p. 171.
Author information
Authors and Affiliations
Additional information
See [1] for communication VIII.
Translated from Khimiya Geterotsiklicheskikh Soedinenii, No. 10, pp. 1327–1329, October, 1976.
Rights and permissions
About this article
Cite this article
Kul'nevich, V.G., Zelikman, Z.I. & Tkachenko, S.E. Research on furan acetal compounds. Chem Heterocycl Compd 12, 1100–1102 (1976). https://doi.org/10.1007/BF00945587
Received:
Issue Date:
DOI: https://doi.org/10.1007/BF00945587