SYNTHESIS AND SOME CHEMICAL CONVERSIONS OF EPOXY ALCOHOLS OF THE CYCLOHEXANONE (2023)

The unsaturated epoxyketones of the aliphatic and alicyclic series – 2-methyl-1,2-epoxy-4-
hexene-3-one and 2-methyl-5-(cyclohex-3-enyl)-1,2-epoxy-4-hexene-3-one in the presence of sodium ethylate easily undergo the addition reaction with β-diketone – acetylacetone, acetoacetic and malonic esters with formation of primary Michael adducts – functionally substituted ketoepoxides. Their further conversions by intramolecular aldol condensation lead to the formation of epoxy alcohols of the cyclohexanone series. The hydrobromination, bromination and amination of cyclohexanone epoxy alcohols proceeds with the participation of an oxirane and cyclohexene ring, which leads to the formation of new bromo- and amino derivatives of cyclohexanones.

Тип: Статья
Автор (ы): Shatirova M. I.
Ключевые фразы: α, β-unsaturated epoxy ketone, β-diketone, Michael reaction, functionally substituted ketoepoxide, intramolecular aldol condensation, epoxy alcohol of the cyclohexanone series.

Идентификаторы и классификаторы

УДК
547.593.211. Монооксициклогексан. Циклогексанол. Нафтенол. Гексагидрофенол
547.595.3. Монокарбоновые кислоты циклогексена. Циклогексенкарбоновые кислоты или тетрагидробензойные кислоты. Циклогераниевая кислота. Шикимовая кислота. Седаноловые кислоты и седанолиды. Циклогексенонкарбоновая кислота. Седаноновая кислота
Префикс DOI
10.33184/bulletin-bsu-2023.4.4
Текстовый фрагмент статьи