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Hydrogenation of 2-methyl-5-acetylfuran in a continuous-flow system under pressure on a skeletal Ni-Al catalyst

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Conclusions

  1. 1.

    The hydrogenation of 2-methyl-5-acetylfuran on a skeletal Ni-Al catalyst at 200–210° was investigated under hydrogen pressures of 10, 20, 40, 50, and 60 atm.

  2. 2.

    Increasing the hydrogen pressure from 10 to 50 atm suppresses the hydrogenolysis of the furan ring and the reduction of the carbonyl group of 2-methyl-5-acetylfuran to a CH2 group; at 60 atm, the transformations in the vapor phase hydrogenation do not occur at normal pressure.

  3. 3.

    In the hydrogenation of 2-methyl-5-acetylfuran on a Ni-Al catalyst in a flow-type setup, a pressure of 60 atm is sufficient for the selective production of the corresponding tetrahydrofuran alcohol.

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Literature cited

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    N. I. Shuikin and V. I. Bunina, Zh. Obshch. Khimii,8, 669 (1938).

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    N. I. Shuikin, I. F. Bel'skii, and O. N. Savekina, Zh. Obshch. Khimii,29, 869 (1959).

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    C. L. Wilson, J. Amer. Chem. Soc.70, 1313 (1948).

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    N. I. Shuikin, V. A. Tulupov, and I. F. Bel'skii, Zh. Obshch. Khimii,25, 1175 (1955).

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    N. I. Shuikin and I. F. Bel'skii, Izv. AN SSSR. Otd. Khim. N.,1958, 309.

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    N. I. Shuikin, G. K. Vasilevskaya, and I. F. Bel'skii, Izv. AN SSSR. Otd. Khim. N.,1963, 525.

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    N. I. Shuikin, I. F. Bel'skii, G. K. Vasilevskaya and V. M. Shostakovskii, Izv. AN SSSR. Ser. Khim.,1963, 1475.

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Additional information

Translated from Izvestiya Akademii Nauk SSSR, Seriya Khimicheskaya, No. 8 pp. 1533–1534, August, 1964

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Shuikin, N.I., Vasilevskaya, G.K. Hydrogenation of 2-methyl-5-acetylfuran in a continuous-flow system under pressure on a skeletal Ni-Al catalyst. Russ Chem Bull 13, 1441–1442 (1964). https://doi.org/10.1007/BF00850356

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Keywords

  • Hydrogenation
  • Alcohol
  • Carbonyl
  • Carbonyl Group
  • Furan