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
Blaser, H.U., Baiker, A., and Prins, R.,Stud. Surf. Sci. Catal, 1997, vol. 108.
French patent 8 907 153, 1989.
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.
Simakova, I.L., Golovin, A.V., and Semikolenov, V.A.,Kinet. Katal., 1998, vol. 39, no. 2, p. 193.
Simakova, I.L., Golovin, A.V., and Semikolenov, V.A.,Kinet. Katal., 1998, vol. 39, no. 2, p. 198.
Falbe, J. and Körte, F.,Chem. Ber., 1965, vol. 98, p. 1928.
Dittami, J.P., Xu, F., Qi, H.,et al., Tetrahedron Lett., 1995, vol. 36, no. 24, p. 4197.
Moriartry, R.M.,J. Org. Chem., 1964, vol. 29, p. 2748.
Kramarova, E.P., Shipov, A.G., Orlova, N.A.,et al., Zh. Obshch. Khim., 1988, vol. 58, no. 5, p. 1093.
Wissing, E., Kleijn, H., Boersma, J.,et al., Rec. Trav. Chim. Pays-Bas, 1993, vol. 112, no. 12, p. 618.
FRG patent 1 966 195, 1969.
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.
Kollar, L., Heil, B., and Sandor, P.,J. Organomet. Chem., 1989, vol. 379, nos. 1-2, p. 191.
Barkovskaya, I.A.,Okislennyi ugol’ (Oxidized Coal), Kiev: Naukova Dumka, 1981, p. 30.
Yermakov, Yu.I, Surovikin, V.F., Plaksin, G.V.,et al., React. Kinet. Catal Lett., 1987, vol. 33, no. 2, p. 435.
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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