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β-Aroylpropionic Acids

Abstract

WHEN a solution of phenol and succinic anhydride in acetylene tetrachloride was cooled in a freezing mixture and treated slowly with aluminium chloride, at such a rate that the temperature of the reactants did not exceed 0°, and the reaction completed as stated by Mitter and Shyamakanta1, then the product was found to be a mixture of β-(o-hydroxy-benzoyl)propionic acid (m.p. 145°) and β-(p-hydroxy-benzoyl)propionic acid (m.p. 160°), in which the o-hydroxy-acid was predominant. This is contrary to the statement of Mitter and Shyamakanta1, that the only product of the reaction is the o-hydroxy-acid.

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References

  1. Mitter, P. C., and Shyamakanta, De, J. Ind. Chem. Soc., 16, 35 (1939).

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  2. cf. Baddar, F. G., J. Chem. Soc., 224 (1947).

  3. Lockett, J., and Short, W. F., J. Chem. Soc., 788 (1939), give m.p. 39–39.5°.

  4. Martin, E. L., J. Amer. Chem. Soc., 58, 1438 (1936).

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BADDAR, F., EL-ASSAL, L. β-Aroylpropionic Acids. Nature 165, 315–316 (1950). https://doi.org/10.1038/165315a0

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  • DOI: https://doi.org/10.1038/165315a0

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