Alkylation by polyprenols of o- and p-cresols in the presence of equimolar amounts of the corresponding aluminum cresolates occurred regioselectively to form o-alkyl products regardless of the ratio of starting reagents. Production of 2,6-dipolyprenyl-4-methylphenol was favored if an excess of polyprenols was used with aluminum p-cresolate. A significant amount of polyprenol polymerization products was obtained under the studied reaction conditions.
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L. M. Yun, N. P. Abdullaev, N. A. Aliev, N. S. Muxamedov, K. Giyasov, E. A. Il’yasov, and Kh. M. Sakhidoyatov, Pesticides [in Russian], Fan, Tashkent, 1987, 211 pp.
N. V. Lazareva and E. N. Levina, Hazardous Substances in Industry [in Russian], Vol. 1–3, Khimiya, Leningrad, 1977, 789 pp.
T. L. Puchkova, E. V. Chirkunov, A. M. Gubaidullina, and Kh. E. Kharlampidi, Vestn. Kazan. Tekhnol. Univ., 14, 158 (2011).
Kh. I. Areshidze, Neftekhimiya, 19 (2), 188 (1979).
G. D. Kharlampovich and Yu. V. Churkin, Phenols [in Russian], Khimiya, Moscow, 1974, 376 pp.
I. Yu. Chukicheva, I. V. Fedorova, A. A. Koroleva, and A. V. Kuchin, Chem. Nat. Compd., 51, 1055 (2015).
I. Yu. Chukicheva, I. V. Fedorova, A. A. Koroleva, and A. V. Kuchin, Chem. Nat. Compd., 54, 1 (2018).
I. Yu. Chukicheva, I. V. Fedorova, A. A. Koroleva, and A. V. Kuchin, Chem. Nat. Compd., 44, 450 (2008).
I. Yu. Chukicheva, I. V. Fedorova, V. A. Yagol′nitskaya, and A. V. Kuchin, Chem. Nat. Compd., 47, 51 (2011).
I. Yu. Chukicheva, I. V. Fedorova, A. A. Koroleva, and A. V. Kuchin, Chem. Nat. Compd., 48, 535 (2012).
N. K. Khidyrova and Kh. M. Shakhidoyatov, Chem. Nat. Compd., 38, 107 (2002).
N. K. Khidyrova, M. Zh. Rakhmatova, T. P. Kukina, R. Kh. Shakhidoyatov, and Kh. M. Shakhidoyatov, Chem. Nat. Compd., 48, 180 (2012).
U. T. Zokirova, N. K Khidyrova, N. M. Mamatkulova, Kh. U. Khodjaniyazov, and Kh. M. Shakhidoyatov, Int. J. Biochem. Res. Rev., 3 (2), 97 (2013).
Acknowledgment
The work was financially supported by the Basic Research Foundation of CCST RUz No. FA-F7-T207. Spectral studies were performed using equipment at the Khimiya CUC, Inst. Chem., Komi SC, UrB, RAS, FRC Komi SC, UrB, RAS.
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Kh. M. Shakhidoyatov is Deceased
Translated from Khimiya Prirodnykh Soedinenii, No. 1, January–February, 2020, pp. 39–42.
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Zokirova, U.T., Khidirova, N.K., Koroleva, A.A. et al. Alkylation by Polyprenols of ortho- and para-Cresols: Synthesis of Isomeric Polyprenylcresols. Chem Nat Compd 56, 39–43 (2020). https://doi.org/10.1007/s10600-020-02939-x
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DOI: https://doi.org/10.1007/s10600-020-02939-x