Summary
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1.
The conversion ofβ -furylpropionic acid was investigated in hydrogenation in a flow-type system at atmospheric pressure on Rh-C, Pd-C, Pd-Al, and Ni-ZnO at 250 and 265°.
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2.
Hydrogenolysis of the furan ring proceeds smoothly on a rhodium catalyst, forming γ-ketoenanthic acid, which is converted to 5-propylbutyrolactone as a result of cyclization with liberation of water and hydrogénation. The yield of 5-propylbutyrolactone reaches 60% of the theoretical at 265°.
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3.
Hydrogenolysis of the double bonds of the furan ring proceeds to a considerable degree on Pd -C, and at 250°C,β -tetrahydrofurylpropionic acid is formed in up to 40% yield. In this case, an increase in the temperature promotes hydrogenolysis of the furan ring.
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Literature cited
I. F. Bel'skii, N. I. Shuikin, V. M. Shostakovskii, and V. V. An, DAN SSSR,156, 861 (1964).
N. I. Shuikin, V. I. Nikiforov, and P. A. Stolyarova, Zh. Obshch. Khimii,7, 1501 (1937).
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Translated from Izvestiya Akademii Nauk SSSR, Seriya Khimicheskaya No. 11, pp. 2102–2104, November, 1964
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Shuikin, N.I., An, V.V., Shostakovskii, V.M. et al. Hydrogenation of beta -furylpropionic acid on catalysts containing certain metals of group VIII. Russ Chem Bull 13, 2005–2006 (1964). https://doi.org/10.1007/BF00844508
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DOI: https://doi.org/10.1007/BF00844508