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Isomerisations of substituted β-keto-esters

Part II. Isomerisation of ethyl 1-ethoxycarbonyl-2-oxocyclopentylacetate into 2, 3-diethoxycarbonylcyclohexanone
  • D. K. Banerjee
  • G. Bagavant
Article

Summary

A mechanism for the isomerisation of ethyl 1-ethoxycarbonyl-2-oxocyclopentylacetate (I) into a cyclohexane β-keto-ester as proceeding through an intermediate bicyclic /gb-diketone (VII) has been considered as an alternative mechanism to one earlier suggested.1 The determination of the structure of the isomerised β-keto-ester as 2, 3-diethoxycarbonylcyclohexanone (V) has provided support for the earlier mechanism.

Keywords

Authentic Sample Dilute Hydrochloric Acid Sodium Bicarbonate Solution Semicarbazone Mixed Melting Point 
These keywords were added by machine and not by the authors. This process is experimental and the keywords may be updated as the learning algorithm improves.

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References

  1. 1.
    Banerjee, D. K., Dutta, J. and Bagavant, G.Proc. Ind. Acad. Sci., 1957,46 A, 80.Google Scholar
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    Sen, K. and Bagchi, P...Science and Culture, 1953,19, 312;J. Org. Chem., 1958,23, 1125.Google Scholar
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    Bradfield, A. E., Francis, E. M., Penfold, A. R. and Simonsen, J. L.J. Chem. Soc., 1936, 1622.Google Scholar
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    Neuberg, C., Grauer, A. andAnal. Chim. Acta., 1952,7, 238. Pisha, B. V.CrossRefGoogle Scholar

Copyright information

© Indian Academy of Sciences 1960

Authors and Affiliations

  • D. K. Banerjee
    • 1
  • G. Bagavant
    • 1
  1. 1.Organic Chemistry DepartmentIndian Institute of ScienceBangalore

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