Summary
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1.
On hydrogenation in the vapor phase over a platinum catalyst, furan amines containing an amino group in position 3 with respect to the furan nucleus are converted, depending on the temperature, into pyrrole or pyrrolidine homologs in yields of 85–95%.
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2.
The following pyrrole and pyrrolidine homologs were synthesized by the catalytic-hydrogenation method: 2-propylpyrrole, 2,5-dipropylpyrrole and 2,5-dipropylpyrrolidine, 4-isopropyl-2-propylpyrrole and 4-isopropyi-2-propylpyrrolidine, 2-ethyl-3-methyl-5-propylpyrrole and the corresponding pyrrolidine.
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Literature cited
I. F. Bel'skii and N. I. Shuikin, Dokl. AN SSSR137, 331 (1961).
N. D. Zelinsky, I. K. luriew, Ber.64, 101 (1934).
A. Hinz, G. Meyer, G. Schücking, Ber.76, 676 (1943).
C. F. Winans, J. Amer. Chem. Soc.61, 4, 3566 (1939).
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Bel'skii, I.F. Catalytic transformation of furan amines into pyrrole and pyrrolidine homologs. Russ Chem Bull 11, 1009–1011 (1962). https://doi.org/10.1007/BF00905223
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DOI: https://doi.org/10.1007/BF00905223