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Synthesis of 1-ethylpyrrolidone-2 by hydrogenation of 1-vinylpyrrolidone-2 over a Pd/C catalyst

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Abstract

A selective catalytic system for the hydrogenation of 1-vinylpyrrolidone-2 (VP) to 1-ethylpyrrolidone-2 (EP) is found. The factors responsible for the formation of by-products in the conversion of VP are studied. The presence of acid sites or radical species in a catalytic system results in the fast polymerization of VP. The resulting by-product, poly vinylpyrrolidone, may deactivate the hydrogenation catalyst by surface blocking. VP can be hydrogenated to EP under mild conditions and with a high selectivity using a palladium catalyst supported on a porous carbon material Sibunit. The kinetics of VP hydrogenation over the Pd/C catalyst is studied.

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References

  1. Blaser, H.U., Baiker, A., and Prins, R.,Stud. Surf. Sci. Catal, 1997, vol. 108.

  2. French patent 8 907 153, 1989.

  3. Semikolenov, V.A., Simakova, I.L., Golovin, A.V.,et al.,The Second Int. Memorial G.K. Boreskov Conf. “Catalysis on the Eve of the XXI Century: Science and Engineering, ” Novosibirsk, 1997, part II, p. 129.

  4. Simakova, I.L., Golovin, A.V., and Semikolenov, V.A.,Kinet. Katal., 1998, vol. 39, no. 2, p. 193.

    Google Scholar 

  5. Simakova, I.L., Golovin, A.V., and Semikolenov, V.A.,Kinet. Katal., 1998, vol. 39, no. 2, p. 198.

    Google Scholar 

  6. Falbe, J. and Körte, F.,Chem. Ber., 1965, vol. 98, p. 1928.

    Article  CAS  Google Scholar 

  7. Dittami, J.P., Xu, F., Qi, H.,et al., Tetrahedron Lett., 1995, vol. 36, no. 24, p. 4197.

    Article  CAS  Google Scholar 

  8. Moriartry, R.M.,J. Org. Chem., 1964, vol. 29, p. 2748.

    Article  Google Scholar 

  9. Kramarova, E.P., Shipov, A.G., Orlova, N.A.,et al., Zh. Obshch. Khim., 1988, vol. 58, no. 5, p. 1093.

    CAS  Google Scholar 

  10. Wissing, E., Kleijn, H., Boersma, J.,et al., Rec. Trav. Chim. Pays-Bas, 1993, vol. 112, no. 12, p. 618.

    CAS  Google Scholar 

  11. FRG patent 1 966 195, 1969.

  12. Sidel’kovskaya, F.P.,Khimiya N-vinilpirrolidona i ego polimerov (Chemistry of N-Vinylpyrrolidone and Its Polymers), Moscow: Khimiya, 1970, pp. 10,45,62,106.

    Google Scholar 

  13. Kollar, L., Heil, B., and Sandor, P.,J. Organomet. Chem., 1989, vol. 379, nos. 1-2, p. 191.

    Article  CAS  Google Scholar 

  14. Barkovskaya, I.A.,Okislennyi ugol’ (Oxidized Coal), Kiev: Naukova Dumka, 1981, p. 30.

    Google Scholar 

  15. Yermakov, Yu.I, Surovikin, V.F., Plaksin, G.V.,et al., React. Kinet. Catal Lett., 1987, vol. 33, no. 2, p. 435.

    Article  CAS  Google Scholar 

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Authors and Affiliations

  1. Boreskov Institute of Catalysis, Russian Academy of Sciences, Siberian Division, 630090, Novosibirsk, Russia

    I. L. Simakova & V. A. Semikolenov

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  1. I. L. Simakova
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  2. V. A. Semikolenov
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Simakova, I.L., Semikolenov, V.A. Synthesis of 1-ethylpyrrolidone-2 by hydrogenation of 1-vinylpyrrolidone-2 over a Pd/C catalyst. Kinet Catal 41, 383–387 (2000). https://doi.org/10.1007/BF02755376

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  • DOI: https://doi.org/10.1007/BF02755376

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