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A study in the field of lactones and lactams 12. Vinyl ether of N-(Β-hydroxyethyl)-pyrrolidone

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

Summary

  1. 1.

    Vinyl ether of N-(Β -hydroxyethyl)-pyrrolidone was prepared.

  2. 2.

    The reaction of δ -valerolacetone with ethanolamine at about 200‡ was investigated. Evidently under these conditions an opening of the six-membered ring occurs.

  3. 3.

    It was shown by an example of a reaction of addition of butanol that vinyl ether of N-(Β -hydroxyethyl)-pyrrolidone can add alcohols. Di-N-(ethylpyrrolidonyl) acetal and butyl N-ethylpyrrolidonyl acetal were isolated.

  4. 4.

    Thermal decomposition of butyl N-ethylpyrrolidonyl acetal was studied.

  5. 5.

    It was shown that vinyl ether of N-(Β -hydroxyethyl)-pyrrolidone adds hydrogen chloride. The resulting product is unstable and is transformed during storage into N-(Β -hydroxyethyl)pyrrolidone hydrochloride.

  6. 6.

    It was found that vinyl ether of N-(Β -hydroxyethyl)-pyrrolidone polymerizes under the influence of azoisobutyronitrile, hydrogen peroxide and is subject to thermal polymerization, but is not polymerized in the presence of 0.2% of benzoyl peroxide at 60‡.

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Sidel'kovskaia, F.P., Zelenskaia, M.G. & Shostakovskii, M.F. A study in the field of lactones and lactams 12. Vinyl ether of N-(Β-hydroxyethyl)-pyrrolidone. Russ Chem Bull 7, 1078–1084 (1958). https://doi.org/10.1007/BF00912348

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  • DOI: https://doi.org/10.1007/BF00912348

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