Some Aspects of Pyrone Synthesis and Stability

Author

Ronald Louis Horinek, Fort Hays Kansas State College

Department

Chemistry

Degree Name

Master of Science (MS)

Abstract

Two methods for the preparation of [gamma]-pyronocoumarins have been performed; the ring closure of an o- hydroxy- [beta] - ketoacetylcoumarln and the Kostanecki-Robinson reaction of an o-hydroxy-acetylcoumarln. The [beta] - ketoacetyl route was the desired route. The use of dimethylsulfoxide in the Claisen condensation and the Baker-Venkataraman rearrangement offered a convenient method for the cinnamoyl and [beta] - diketo derivative syntheses. The [alpha] -pyrone ring of the coumarin was found to be stable in the basic dimethylsulfoxide media which was used for the rearrangement and condensation. Under other mild, basic conditions, the [alpha] -pyrone ring exhibited the same stability. A brief study was made of the C- acetylation of phenols and hydroxycoumarins with acetic anhydride catalyzed by boron trifluoride.

Keywords

Condensation, Illustrations, Pyrones, Chemical reactions, Experiments, Science

Advisor

Dr. James H. McMechan

Date of Award

Spring 1967

Document Type

Thesis - campus only access

DOI

10.58809/RHWT6965

Recommended Citation

Horinek, Ronald Louis, "Some Aspects of Pyrone Synthesis and Stability" (1967). Master's Theses. 1061.
DOI: 10.58809/RHWT6965
Available at: https://scholars.fhsu.edu/theses/1061

Rights

© The Author(s)

Comments

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