Synthesis method of methyl dihydrojasmonate or intermediate thereof and catalyst used in synthesis method

Abstract

The invention discloses a synthetic method of methyl dihydrojasmonate or an intermediate thereof, which comprises the following steps: under the action of a supported catalyst, carrying out Michael addition reaction on 2-pentylcyclopentenone and methyl acetate or dimethyl malonate to obtain the methyl dihydrojasmonate or the intermediate thereof, the supported catalyst comprises a carrier and an active component supported on the carrier; the active component is quaternary ammonium base, and the carrier is a modified molecular sieve; the modified molecular sieve is obtained by modifying a molecular sieve with propylene glycol methyl ether acetate. According to the synthesis method, a super-strong base or strong base catalyst which is extremely unstable and has harsh reaction conditions in the prior art is replaced, reaction steps are reduced, the reaction conditions tend to be mild, and the reaction safety is improved. The invention further discloses a catalyst used in the synthesis method.

Description

technical field [0001] The invention belongs to the technical field of perfume synthesis, and relates to a method for synthesizing methyl dihydrojasmonate or an intermediate thereof and a used catalyst. Background technique [0002] Methyl Dihydrojasmonate (MDJ for short) is a newly synthesized jasmone-like compound and is a very important spice in the modern perfume industry. The chemical properties are relatively stable, and it is not easy to change color when placed at room temperature. Its unique jasmine fragrance has become the first choice for perfumers to prepare fragrances. It is often used in the preparation of jasmine, lily of the valley, tuberose and oriental flavors. The introduction of the methyl dihydrojasmonate can produce an elegant and lifelike natural floral fragrance in the essence and fragrance, and the fragrance can be used not only for flavoring but also for processing and application of food fragrance. Because of its mild fragrance and long lasting fr...

AI Technical Summary

Problems solved by technology

The first oxidation reaction requires the use of noble metal catalysts ruthenium trichloride and expensive sodium periodate as catalysts, and the post-treatment process needs to be washed with hydrochloric acid and sodium thiosulfate, which cannot realize the recycling of expensive catalysts

Although the reaction rate of the esterification reaction catalyzed by thionyl chloride in the second step is relatively fast, the reaction conditions are relatively harsh and need to be carried out at a low temperature of -15°C

[0014] (1) The catalyst used in the Michael addition process cannot be recycled, the chemical and physical properties are extremely unstable, and there is a risk of explosion if it is severely decomposed by water, which brings certain difficulties to industrial implementation.

[0015] (2) The common active substrate involving Michael addition is dimethyl malonate or methyl acetate, and the activity of the substrate is low. Under the existing process conditions, it is necessary to use a super base or a strong base as the active substrate catalyst, and the reaction conditions harsh

[0016] (3) The Michael addition reaction process requires an ultra-low temperature reaction at -78°C or a high-temperature decarboxylation reaction above 200°C. The energy consumption of the whole process is high, and the total yield of the final reaction is low, and the profit margin is small

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