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β-Dicarbonyl compounds

Communication 18. Chemical properties of 2,2′-methylenedi-1,3-cyclohexanedione and 2,2′-methylenebisdimedon

  • Organic and Biological Chemistry
  • Published:
Bulletin of the Academy of Sciences of the USSR, Division of chemical science Aims and scope

Summary

  1. 1.

    2,2′-Methylenedi-1,3-cyclohexanedione and 2,2′-methylenebisdimedon readily form diesters and diethers under the action of acylating agents and of diazomethane.

  2. 2.

    When treated with dilute potassium hydroxide solution, 2,2′-methylenedi-l,3-cyclohexanedione readily undergoes selective hydrolytic cleavage with formation of 7-(2,6-dioxocyclohexyl)-5-oxoheptanoic acid (XII).

  3. 3.

    On treatment with bromine in a mixture of chloroform and water, 2,2′-methylenebisdimedon is converted into the tricyclic triketone (XVII).

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Kondrat'eva, G.V., Kogan, G.A. & Zav'yalov, S.I. β-Dicarbonyl compounds. Russ Chem Bull 11, 1353–1358 (1962). https://doi.org/10.1007/BF00907985

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  • DOI: https://doi.org/10.1007/BF00907985

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