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Alkylation of enolates of acetylacetone without a solvent

Conclusions

  1. 1.

    When the Li, Na, K, and Cs enolates of acetylacetone are alkylated with ethyl tosylate without a solvent the ratio of the formed O∶C isomers increases when going from the Li to the Cs-enolate.

  2. 2.

    When sodium acetylacetonate is alkylated without a solvent, or in dimethylformamide, the ratio of the O∶C isomers decreases in the order: EtOTs>EtBr>EtI.

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Literature cited

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    A. L. Kurts, N. K. Genkina, I. P. Beletskaya, and O. A. Reutov, Dokl. Akad. Nauk SSSR,188, 597 (1969).

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Translated from Izvestiya Akademii Nauk SSSR, Seriya Khimicheskaya, No. 6, pp. 1331–1332, June, 1971.

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Kurts, A.L., Genkina, N.K., Beletskaya, I.P. et al. Alkylation of enolates of acetylacetone without a solvent. Russ Chem Bull 20, 1237–1238 (1971). https://doi.org/10.1007/BF00855393

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Keywords

  • Sodium
  • Ethyl
  • Alkylation
  • Dimethylformamide
  • Enolates