Synthesis process for novel heliotropin monoester

Abstract

The invention discloses a synthesis process for novel heliotropin monoester, which comprises the technical steps of esterification reaction and alkylation reaction. At a temperature between minus 30 DEG C and 30 DEG C, acetic anhydride is added into methylacrolein, an esterification intermediate is obtained after full reaction, the mole ratio of the methylacrolein and the acetic anhydride is 0.5-2, then at a temperature between minus 10 DEG C and 40 DEG C, enzodioxole is added into the esterification intermediate, and the novel heliotropin monoester is separated through alkali washing and water rinsing after full reaction. The steps of the process disclosed by the application can be carried out in the same reaction still, and through changing the temperature, the material ratio, and the catalytic system, the novel heliotropin monoester can be synthesized with a yield higher than 90%; the condition of the process method is mild and controllable, the reaction time is short, the operation is simple, the side products are fewer, and the synthesized novel heliotropin monoester is high in purity.

Description

technical field [0001] The invention relates to the field of organic synthesis, in particular to a synthesis process of Xinyang jasmonal monoester. Background technique [0002] Xinyang jasmonal monoester, chemical name 1-acetoxy-2-methyl-3-(3,4-methylenedioxyphenyl)-1-propene, is a light yellow solid with a melting point of 55— 56°C, its structural formula is as follows: [0003] [0004] Neojasmonal monoester can theoretically be used as one of the intermediates for the total synthesis of jasmonal, but the main synthetic route of the existing jasmonal is to use jasmonal as a raw material, and undergo an aldol condensation reaction with propionaldehyde to obtain The final catalytic reduction of piperonyl propionaldehyde is to obtain the crude product of Xinyangjasmonal, and then the finished product can be obtained by distillation under reduced pressure. At present, in this respect, the yield is generally improved by adjusting the catalytic system, but the yield and pur...

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Problems solved by technology

[0004] Neojasmonal monoester can theoretically be used as one of the intermediates for the total synthesis of jasmonal, but the main synthetic route of the existing jasmonal is to use jasmonal as a raw material, and undergo an aldol condensation reaction with propionaldehyde to obtain The final catalytic reduction of piperonyl propionaldehyde is to obtain the crude product of Xinyangjasmonal, and then the finished product can be obtained by distillation under reduced pressure. At present, in this respect, the yield is generally improved by adjusting the catalytic system, but the yield and purity are generally Low, too poor selectivity defect

[0005] And adopt new ocean jasmonal monoester to synthesize newest technology of new ocean jasmonal at present, also there is following problem: used catalyst amount is bigger in the reaction step of synthesizing new ocean jasmonal monoester, reactant loss is on the high side, reaction The temperature is high, the reaction time is long, and many by-products are produced in the system, resulting in a low yield of the final product, insufficient purity, and easy discoloration. Therefore, a breakthrough is urgently needed in the process of synthesizing Xinyangjasmonal monoester

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