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Investigation of lactones and lactams Communication 14. Synthesis of n-vinylcaprolactam by the indirect-vinylation method

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Bulletin of the Academy of Sciences of the USSR, Division of chemical science Aims and scope

Summary

  1. 1.

    N-(l-Isopropoxyethyl)caprolactam was synthesized from caprolactam and 1-chloroethyl isopropyl ether.

  2. 2.

    The thermal decomposition of some N-(l-alkoxyethyl)caprolactams at 200–280° was investigated. It was shown that the corresponding alcohol and N-vinylcaprolactam were formed, and the yield of the latter was increased when the decomposition was carried out in presence of hydroquinone (1%); it then attained 80%.

  3. 3.

    When N-(1-alkoxyethyl)lactams are heated in presence of a little concentrated hydrochloric acid, they are partially hydrolyzed.

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Literature cited

  1. M. F. Shostakovskii, N. A. Medzykhovskaya and M. G. Zelenskaya, Bull. Acad. Sci. USSR, Div. Chem. Sci. 1952, 687.

  2. M. F. Shostakovskii, F. P. Sidel'kovskaya, and M. G. Zelenskaya. Bull. Acad. Sci. USSR, Div. Chem. Sci. 1957, 1457.

  3. M. F. Shostakovskii and F. P. Sidel'kovskaya, J. Gen. Chem. 24, 1576 (1954).

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  4. M. F. Shostakovskii, F. P. Sidel'kovskaya and M. G. Zelenskaya, Bull. Acad. Sci. USSR, Div. Chem. Sci., Communication 13.

  5. M. F. Shostakovskii, N. A. Medzykhovskaya and M. G. Zelenskaya, Bull. Acad. Sci. USSR, Div. Chem. Sci. 1954, 689.

  6. M. F. Shostakovskii, N. A. Medzykhovskaya and M, G. Zelenskaya, Bull. Acad. Sci. USSR, Div. Chem. Sci. 1956, 619.

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Shostakovskii, M.F., Sidel'kovskaya, F.P. Investigation of lactones and lactams Communication 14. Synthesis of n-vinylcaprolactam by the indirect-vinylation method. Russ Chem Bull 8, 859–862 (1959). https://doi.org/10.1007/BF00915915

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  • DOI: https://doi.org/10.1007/BF00915915

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