Synthetic process of 1, 3-indandione

Abstract

The invention belongs to the synthetic technology field of medical intermediates, and particularly relates to a synthetic process of 1, 3-indandione. The synthetic process includes step 1, adding dimethyl phthalate and ethyl acetate to a reaction container, starting stirring, adding sodium methoxide, heating the reaction container, and stopping heating when the temperature reaches 40-50 DEG C; step 2, continuing to stir for reaction, adding the ethyl acetate after a reaction system becomes a yellow solid, allowing reaction for 3-4 hours when the temperature of the reaction system is kept at 70-80 DEG C, lowering the temperature to less than 20 DEG C, performing suction filtration, leaching filter cakes by the ethyl acetate, and drying the filter cakes to obtain intermediates; step 3, adding the intermediates obtained in the step 1 into the reaction container, adding concentrated hydrochloric acid and water into the reaction container after even mixing, starting stirring, heating the reaction container to 45-55 DEG C, allowing heat-insulated reaction until no bubble is generated, lowering the temperature to less than 20 DEG C, performing suction filtration, leaching filter cakes bythe ethyl acetate, collecting the filter cakes, and subjecting the filter cakes to vacuum drying to obtain the 1, 3-indandione. The synthetic process has the advantages of simple process, mild condition and high product yield.

Description

technical field [0001] The invention belongs to the technical field of synthesis of pharmaceutical intermediates, in particular to a synthesis process of 1,3-indanedione. Background technique [0002] Fullerene, as the first discovered special form of carbon, has been highly valued in the fields of physics, chemistry, and materials science because of its special structure and optical, electrical, and magnetic properties. How to prepare electron-rich fullerenes by chemical total synthesis has become a hot research topic in recent years. 1,3-Indandione is an important compound for the preparation of fullerene precursors, and also an important chemical intermediate, which plays an important role in the synthesis of medicine, biology, and pesticides. [0003] Chinese patent CN103121887A discloses a preparation method for two-step synthesis of 1,3-indanediones with diethyl phthalate and dimethyl malonate as the main raw materials and sodium methoxide as the base; in the process ...

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Problems solved by technology

[0003] Chinese patent CN103121887A discloses a preparation method for two-step synthesis of 1,3-indanediones with diethyl phthalate and dimethyl malonate as the main raw materials and sodium methoxide as the base; in the process , Diethyl phthalate is used not only as a reactant but also as a raw material, and then it is evaporated and recycled later, which wastes raw materials and energy consumption, and the raw material dimethyl malonate is more expensive and the total cost is higher

[0004] There is a document (Journal of the Chemical Society, Perkin Transactions 1: Organic and Bio-Organic Chemistry, 21, 2985-2988, 1992) disclosing the use of benzoyl chloride and malonyl chloride as the main raw materials, cyclization by Friedel-Crafts reaction, one-step method Synthesis of 1,3-indanediones; however, the raw material price of this process is relatively high, the synthesis conditions are relatively harsh, the requirements for temperature, time and other factors are relatively high, the crude product is complicated, post-processing is difficult, and the yield is low

[0005] Another document (Bulletin of the Korean Chemical Society, 30, 2918-2920, 2009) discloses that dibutyl phthalate and ethyl acetate are used as main raw materials, through condensation, hydrolysis, decarboxylation, and three-step synthesis of 1 , the method of 3-indanedione; but the post-treatment of this process is difficult and the yield is low

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