Summary
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1.
When N-allyl lactams are heated with potassium tert-butoxide at 175–180° a prototropic isomerization to N-propenyl lactams is observed. The indicated reaction may serve as a general method for the synthesis of N-propenyl lactams. N-Propenylcaprolactam was synthesized for the first time.
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2.
The infrared spectra, in the 700–1700 cm−1 region, and the ultraviolet spectra of the N-propenyl lactams were studied.
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Literature cited
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F. P. Sidel'kovskaya and A. A. Avetisyan, Izv. AN SSSR, Ser. Khim.,1964, 2064.
M. F. Shostakovskii, F. P. Sidel'kovskaya, and M. G. Zelenskaya, Izv. AN SSSR, Otd. Khim. Nauk,1959, 738.
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Translated from Izvestiya Akademii Nauk SSSR, Seriya Khimicheskaya, No. 2, pp. 371–373, February, 1965
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Sidel'kovskaya, F.P., Kolodkin, F.L. Isomerization of N-allyl lactams to N-propenyl lactams. Russ Chem Bull 14, 352–354 (1965). https://doi.org/10.1007/BF00845611
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DOI: https://doi.org/10.1007/BF00845611