Catalytic synthesis method for limonene-1,2-epoxide

Abstract

The present invention discloses a catalytic synthesis method for limonene-1,2-epoxide. The catalytic synthesis method takes boron tungsten heteropoly acid salt as a catalyst, and takes inorganic salt as an additive. With no solvent being present, the limonene reacts with aqueous hydrogen peroxide with the mass concentration of 30% at 40 DEG C for 6-30 h, then the organic layer is centrifugal separated, and separation and purification are performed by using high speed countercurrent chromatography, so as to generate limonene-1,2-epoxide. According to the catalytic synthesis method for limonene-1,2-epoxide, the preparation process of catalyst-boron tungsten heteropoly acid salt and the catalytic process of limonene are optimized, so that the problems such as poor selectivity of limonene catalytic reaction and great difficulty in reaction are overcome, and the yield and purity of synthesis of limonene-1,2-epoxide are effectively improved. The yield can reach greater than 7%, and the purity can reach greater than 91%.

Description

technical field [0001] The invention belongs to the field of catalytic synthesis, in particular to a method for catalytically synthesizing limonene-1,2-epoxide. Background technique [0002] Limonene is also known as limonene and limonene, and its chemical name is 1-methyl-4-(1-methylvinyl)cyclohexene. Limonene is a monocyclic terpene widely present in natural plant essential oils. The content of sweet orange and grapefruit is as high as 80% to 95%. Many organic compounds can be synthesized by limonene after deep processing, especially limonene-1,2-epoxide can be synthesized by selective epoxidation under the action of catalyst and oxidant. [0003] [0004] Limonene-1,2-epoxide is a very useful intermediate in organic synthesis, with very active reaction characteristics and excellent physical properties, because there is a very active epoxy group in its molecular structure, which can be used with Ring-opening reactions of various nucleophiles give access to a series of...

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Problems solved by technology

[0006] However, limonene has one more double bond than cyclohexene. Under the electrophilic attack of oxygen in the epoxidation reagent on the double bond, the olefins at the 8 and 9 positions will also undergo epoxidation, resulting in the selection of limonene epoxidation. The property is difficult to control; secondly, because limonene has two more para-substituents than cyclohexene, the epoxidation of limonene 1 and 2 alkenes is more difficult under the effect of steric steric hindrance; in addition, in the catalytic oxidation of limonene In the process, there are two competing processes of enol oxidation and epoxidation, which make limonene epoxidation more difficult. The above factors cause the synthesis yield of limonene-1,2-epoxide to be low and the cycle is long

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