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Interaction of mannich bases with triethyl phosphite

Communication 4. Kinetics of the reaction of triethyl phosphite with hydrochlorides of mannich ketone bases of the acetophenone series

  • Physical Chemistry
  • Published:
Bulletin of the Academy of Sciences of the USSR, Division of chemical science Aims and scope

Conclusions

  1. 1.

    The kinetics of the reaction of triethyl phosphite with hydrochlorides of derivatives of 2-diethyl-aminopropiophenone was studied. Two reactions proceed simultaneously: an elimination reaction and a substitution reaction; only the latter leads to the formation ofγ-ketophosphonate.

  2. 2.

    The kinetic parameters found for the substitution reaction as a function of the nature of the substituent in the para-position to the ketone group of the Mannich base revealed the nature of the specific activating influence of the ketone group on the reactivity of Mannich ketone bases.

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Literature cited

  1. B. E. Ivanov, V. F. Zheltukhin, and V. G. Sofronova, Izv. Akad. Nauk SSSR, Ser. Khim., 940 (1967).

  2. B. E. Ivanov and V. F. Zheltukhin, Izv. Akad. Nauk SSSR, Ser. Khim., 825 (1969).

  3. A. S. Angeloni and M. Tramontini, Ann. Chimie, Rome,54, 745 (1964).

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  4. Yu. A. Zhdanov and V. I. Minkin, Correlation Analysis in Organic Chemistry [in Russian], Izd-vo Rostovsk. Un-ta (1966), p. 49.

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Authors and Affiliations

  1. A. E. Arbuzov Institute of Organic and Physical Chemistry, Academy of Sciences of the USSR, USSR

    B. E. Ivanov & V. F. Zheltukhin

Authors
  1. B. E. Ivanov
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  2. V. F. Zheltukhin
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Translated from Izvestiya Akademii Nauk SSSR, Seriya Khimicheskaya, No. 5, pp. 1016–1021, May, 1969.

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Ivanov, B.E., Zheltukhin, V.F. Interaction of mannich bases with triethyl phosphite. Russ Chem Bull 18, 928–932 (1969). https://doi.org/10.1007/BF00922843

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  • DOI: https://doi.org/10.1007/BF00922843

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