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Chemistry of Heterocyclic Compounds

, Volume 2, Issue 3, pp 245–247 | Cite as

γ-Pyrone derivatives

VIII. Monocyclic bromo-γ-pyrones
  • G. A. Garkusha
  • G. A. Khutornenko
Article
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Abstract

3, 5-Dibromocomanic acid (3, 5-dibromo-γ -pyrone -2-carboxylic acid) VI and its ethyl ester, hitherto not described in the literature, are synthesized by the following route: diethyl acetonedioxalate (I) → diethyl dibromochelidonate (III) → (mono) ethyl dibromochelidonate (IV) → diethyl 3, 5-dibromocomanate (V) → VI. Direct bromination of diethyl bromochelidonate gives the ester III. 6-Bromocomenic acid and its ethyl ester are prepared, as well as 2-bromo-3-hydroxy -γ -pyrone. Bromocomanic acid (x-bromo-γ-pyrone-2-carboxylic acid) XVI is synthesized by the following route: I → (mono) ethyl chelidonate → ethyl comanate → comanic acid XVI. Oxonium salts are obtained: acid sulfates of comanic acid and ethyl comanate.

Keywords

Sulfate Ester Ethyl Organic Chemistry Acid Sulfate 
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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Copyright information

© The Faraday Press, Inc. 1967

Authors and Affiliations

  • G. A. Garkusha
  • G. A. Khutornenko

There are no affiliations available

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