Abstract
A study is made of the epoxidation of hepten-2-one-4, octen-3-one-5, nonen-4-one-6, 2-methylhepten-5-one-4, 2-methylocten-5-one-4, and 2-methylnonen-5-one-4 with alkaline methanolic hydrogen peroxide. 46–71% yield of the corresponding epoxy ketones are obtained. It is shown that treatment of the 2, 3-epoxyheptanone-4, 3, 4-epoxyoctanone-5, 4, 5-epoxynonanone-6, 2-methyl-5, 6-epoxyheptanone-4, 2-methyl-5, 6-epoxyoctanone-4 and 2-methyl-5, 6-epoxynonanone-4 with zinc chloride isomerizes them to, respectively, heptandione-3, 4, octandione-4, 5, nonandione-4, 5, 2-methylheptandione-4, 5, 2-methyloctandione-4, 5, and 2-methylnonandione-4, 5 in upto 78% yield.
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Tishchenko, I.G., Naumova, L.V. & Remizov, P.P. Epoxidation of propyl- and isobutyl-β-alkylvinylketones. Chem Heterocycl Compd 1, 429–432 (1965). https://doi.org/10.1007/BF00469910
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DOI: https://doi.org/10.1007/BF00469910