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Method for the production of 2-coumarone and substituted 2-coumarones

机译:生产2-香豆酮和取代的2-香豆酮的方法

摘要

A method for the production of 2-coumarone or substituted 2-coumarones is disclosed, wherein cyclohexanone or substituted cyclohexanone is reacted with a carboxyl-containing acylating agent, (a) to give C1-C3-alkyl 2-(2-oxo-cyclohexyl)-2-hydroxyacetate or substituted C1-C3-alkyl 2-(2-oxo-cyclohexyl)-2-hydroxyacetates, which are either (a1) directly converted to 2-coumarone or substituted 2-coumarones by means of catalytic gas-phase dehydrogenation, or (a2) dehydrated by means of azeotropic distillation under basic conditions, or by use of a strong acid, or a strongly acidic ion exchanger to a mixture of substituted C1-C3-alkyl 2-oxocyclohexylidenacetate and the enol-lactone of the 2-oxocyclohexylidenacetic acid, or a mixture of substituted C1-C3-alkyl 2-oxocyclohexylidenacetate and the enol-lactone of the substituted 2-oxocyclohexylidenacetic acid, which is finally converted in turn by catalytic gas-phase dehydrogenation to 2-coumarone, or substituted 2-coumarones, or (b) are directly converted under acidic or basic conditions into a mixture of C1-C3-alkyl 2-oxocyclohexylidenacetate and the enol-lactone of 2-oxo-cyclohexylidenacetic acid, or a mixture of substituted C1-C3-alkyl 2-oxocyclohexylidenacetate and the enol-lactone of the substituted 2-oxo-cyclohexylidenacetic acid, which is finally converted in turn by catalytic gas-phase dehydrogenation into 2-coumarone or substituted 2-coumarones.
机译:公开了一种制备2-香豆酮或取代的2-香豆酮的方法,其中使环己酮或取代的环己酮与含羧基的酰化剂反应,(a)得到C1-C3-烷基2-(2-氧代-环己基)。 )-2-羟基乙酸酯或2-(2-氧代-环己基)-2-羟基乙酸酯的取代的C1-C3-烷基酯,它们可以通过催化气相将(a1)直接转化为2-香豆酮或取代的2-香豆酮脱氢,或(a2)在碱性条件下通过共沸蒸馏脱水,或通过使用强酸或强酸性离子交换剂脱水成取代的C1-C3-烷基2-氧代环己基降乙酸酯和烯醇内酯的混合物2-氧代环己基乙二酸,或取代的2-氧代环己基乙二酸C1-C3-烷基酯与取代的2-氧代环己基乙二酸的烯醇内酯的混合物,最终通过催化气相脱氢将其转化为2-香豆酮,或被取代2-香豆酮,或(b)直接在酸性或碱性条件下转化为C1-C3-烷基2-氧代环己基乙二酸酯的混合物和2-氧代环己基乙二酸的烯醇内酯,或取代的C1-C3-烷基2-氧代环己基乙二酸酯和取代的2-氧代-环己烯基乙酸,其最终通过催化气相脱氢依次转化为2-香豆酮或取代的2-香豆酮。

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