Summary
In the reaction of p-benzoquinone with 1-morpholinocyclohexene-1 and subsequent acid hydrolysis of the addition product, 2-hydroxy-6,7,8,9-tetrahydrodibenzofuran is formed, in a total yield of 67%.
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Literature cited
G. Stork, A. Brizzolara, H. Landesman, J. Szmuszkovicz, and R. Terrell, J. Am. Chem. Soc.,85, 207 (1963).
K. Schimmelschmidt, Liebigs Ann. Chem.,566, 184 (1950).
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During the preparation of this work for print, this method of synthesis was published by Domschke [G. Domschke, Z. Chem., 4 (I), 26 (1964)] in the form of a Brief Communication, without experimental section.
In conclusion, let us express our gratitude to G. A. Kogan for taking the ultraviolet spectra.
Translated from Izvestiya Akademii Nauk SSSR, Seriya Khimicheskaya No. 11, pp. 2086–2087, November, 1964
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Zavyalov, S.I., Kondrat'eva, G.V. & Gunar, V.I. Synthesis of dibenzofuran derivatives. Russ Chem Bull 13, 1985–1986 (1964). https://doi.org/10.1007/BF00844500
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DOI: https://doi.org/10.1007/BF00844500