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Condensation of aldehydes with malonic acid

Part XVI. Withp- andm-methylbenzaldehydes:p- andm-methyl-benzylidenemalonic acids

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An Erratum to this article was published on 01 January 1946

Summary

The condensation ofp-tolylaldehyde with malonic acid by the pyridinetrace method gave, on repetition, a nearly quantitative yield of thep-tolylideneacrylic (p-methylcinnamic) acid.p-Tolylidenemalonic acid has been isolated for the first time in this condensation, in the absence of pyridine, in 75% yield.

m-Tolyladehyde, on condensation with malonic acid in the presence of pyridine in traces, gave up to 68% of them-methylcinnamic acid. By a longtime-room-temperature condensation in the presence of both pyridine and piperidine, the yield came up to the theoretical. Them-tolylidenemalonic acid came out best in the presence of glacial acetic acid, but the yield was not great, being =48%.

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Authors and Affiliations

  1. Chemistry Laboratory, St. John’s College, Agra

    Prem Narain Agarval, Kantilal C. Pandya & Indra Lal Tripath

Authors
  1. Prem Narain Agarval
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  2. Kantilal C. Pandya
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  3. Indra Lal Tripath
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Additional information

An erratum to this article is available at http://dx.doi.org/10.1007/BF03172538.

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Agarval, P.N., Pandya, K.C. & Tripath, I.L. Condensation of aldehydes with malonic acid. Proc. Indian Acad. Sci. 22, 400–404 (1945). https://doi.org/10.1007/BF03052648

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  • DOI: https://doi.org/10.1007/BF03052648

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