OBTAINING EPOXYETHYLCARBOXYLATE OR GLYCIDYLCARBOXYLATE Russian patent published in 2015 - IPC C07D301/12 C07D303/16 

FIELD: chemistry.

SUBSTANCE: invention relates to method of obtaining epoxyethylcarboxylate or glycidylcarboxylate, including carrying out reaction of vinylcarboxylate or allylcarboxylate with application of oxidiser and manganese water-soluble complex in water reaction medium, and manganese water-soluble complex contains oxidation catalyst, characterised by the fact that manganese water-soluble complex represents mononuclear particle, described by general formula (I): [LMnX₃]Y, or binuclear particle, described by general formula (II): [LMn(µ-X)₃MnL]Y_n, where Mn represents manganese; L represents ligand, and each L independently represents polydentate ligand, each X independently represents coordinating particle, and each µ-X independently represents bridge coordinating particle, Y represents non-coordinating counter-ion; where epoxidation is carried out at pH value in the range from 1.0 to 7, and molar ratio between vinylcarboxylate or allylcarboxylate and oxidiser in the range from 1:1 to 12:1. Vinylcarboxylate or allylcarboxylate represent ester, described by the following formulas: R₁(C(O)OCH=CH₂)n; or $$R_1^{\text{'}}{\left(C\left(O\right)OC{H}_{2}CH=C{H}_2\right)}_n,$$ where R₁ represents mono- or polyvalent radical, containing from 6 to 100 carbon atoms, and $$R_1^{\text{'}}$$ represents mono- or polyvalent radical, containing from 5 to 100 carbon atoms, where n corresponds to the number of ester groups and constitutes integer number, equal 1 and more, where R₁ optionally contains 1or more heteroatoms, and where $$R_1^{\text{'}}$$ optionally contains 1 or more heteroatoms. In manganese water-soluble complex each X is independently selected from the group, consisting of: RO^-, Cl^-, Br^-, I^-, F^-, NCS^-, $$N_3^{-}$$ , $$I_3^{-}$$ , NH₃, NR₃, RCOO^-, $$RS{O}_3^{-}$$ , $$RS{O}_4^{-}$$ , OH^-, O^2-, $$O_2^{2-}$$ , HOO^-, H₂O, SH^-, CN^-, OCN^- and $$S_4^{2-}$$ and their combinations, and R is selected from the group, consisting of: C₁-C₂₀alkyl, C₃-C₂₀cycloalkyl, C₆-C₂₀aryl, benzyl and their combinations. Each µ-X is independently selected from the group, consisting of: RO^-, Cl^-, Br^-, I^-, F^-, NCS^-, $$N_3^{-}$$ , $$I_3^{-}$$ , NH₃, NR₃, RCOO^-, $$RS{O}_3^{-}$$ , $$RS{O}_4^{-}$$ , OH^-, O^2-, $$O_2^{2-}$$ , HOO^-, H₂O, SH^-, CN^-, OCN^- and $$S_4^{2-}$$ and their combinations, and R is selected from the group, consisting of: C₁-C₂₀alkyl, C₃-C₂₀cycloalkyl, C₆-C₂₀aryl, benzyl and their combinations. Y represents non-coordination counter-ion, selected from the group, consisting of RO^-, Cl^-, Br^-, I^-, F^-, $$S{O}_4^{2-}$$ RCOO^-, $$P{F}_6^{-}$$ , acetate, tosylate, trifluoromethanesulphonate $$\left(C{F}_{3}S{O}_3^{-}\right)$$ and their combinations, and R is selected from the group, consisting of: C₁-C₂₀alkyl, C₃-C₂₀cycloalkyl, C₆-C₂₀aryl, benzyl and their combinations.

EFFECT: elaboration of alternative method of obtaining vinyl- and allylcarboxylates, making it possible to carry out the process in water phase.

15 cl, 4 ex