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Reaction of keto alcohols with organophosphorus compounds

Communication 7. Reaction ofβ-keto alcohols with phosphorus trichloride

Conclusions

  1. 1.

    A new scheme was proposed for the reaction ofβ-keto alcohols with PCl3 on the example of diacetone alcohol.

  2. 2.

    The theory was expressed that a single mechanism exists for the reactions of trivalent phosphorus halides with unsaturated ketones in the presence of hydroxyl-containing compounds.

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Literature cited

  1. 1.

    L.Anshutz, E.Klein, and G.Cermak, Ber.,77, 726 (1944).

  2. 2.

    A.Michaelis, Ber.,118, 898 (1885).

  3. 3.

    N.I.Rizpolozhenskii, Some Problems in Organic Chemistry [in Russian], Izd.Kazansk.Univ.(1964), p.122.

  4. 4.

    F.S.Mukhametov, N.I.Rizpolozhenskii, and É.I.Gol'dfarb, Izv.Akad.Nauk SSSR, Ser.Khim.,1971, 2221.

  5. 5.

    B.A.Arbuzov, N.I.Rizpolozhenskii, A.O.Vizel, K.M.Ivanovskaya, F.S.Mukhametov, and É.I.Gol'dfarb, Izv.Akad.Nauk SSSR, Ser.Khim.,1971, 117.

  6. 6.

    F.S.Mukhametov, N.I.Rizpolozhenskii, and Yu.Yu.Samitov, Izv.Akad.Nauk SSSR, Ser.Khim.,1972, 72.

  7. 7.

    V.Mark, C.H.Dungan, M.M.Crutchfield, and J.R.VanWazer, Topics in Phosphorus Chemistry, Intern.Publ.New York, Vol.5 (1967), Chapt.4.

  8. 8.

    J.B.Conant, J.Am.Chem.Soc.,39, 2679 (1917).

  9. 9.

    M.I.Kabachnik and T.Ya.Medved, Izv.Akad.Nauk SSSR, Otd.Khim.Nauk,1952, 540.

  10. 10.

    J.A.Ross and M.D.Martz, J.Org.Chem.,34, 399 (1969).

  11. 11.

    B.E.Ivanov and V.F.Zheltukhin, Usp.Khim.,39, 773 (1970).

  12. 12.

    R.E.Montgomery and L.D.Quin, J.Org.Chem.,30, 2393 (1965).

  13. 13.

    Van Wazer, Phosphorus and Its Compounds [Russian translation], IL (1962), p.181.

  14. 14.

    E.Schwarzmann and J.R.VanWazer, J.Inorg.Nucl.Chem.,14, 296 (1960).

  15. 15.

    F.Hossenlopp, M.Mc.Partlin, and J.P.Ebel, Bull.Soc.Chim.France,1965, 2229.

  16. 16.

    L.N.Sverdlov, M.A.Kovker, and E.P.Krainov, Vibrational Spectra of Multiatomic Molecules [in Russian], Nauka (1970), p.283.

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Additional information

Translated from Izvestiya Akademii Nauk SSSR, Seriya Khimicheskaya, No. 8, pp. 1827–1833, August, 1972.

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Mukhametov, F.S., Rizpolozhenskii, N.I. Reaction of keto alcohols with organophosphorus compounds. Russ Chem Bull 21, 1765–1770 (1972). https://doi.org/10.1007/BF00851195

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Keywords

  • Alcohol
  • Phosphorus
  • Ketone
  • Halide
  • Organophosphorus Compound