Synthesis method of succinic acid derivative or 3-aryl propionic acid

Abstract

The invention discloses a synthesis method of a succinic acid derivative or 3-aryl propionic acid. The method comprises the following steps of: adding alkali into a dry reaction tube, adding a solvent, thiophenol and olefin under the atmosphere of CO2, carrying out reaction under the irradiation of visible light, quenching a mixture obtained by reaction after the reaction of raw materials is finished, and then performing separating and purifying to obtain the succinic acid derivative or the 3-aryl propionic acid product; wherein the alkali comprises sodium tert-butoxide, potassium tert-butoxide, lithium tert-butoxide and potassium carbonate; the thiophenol comprises 4-tert-butyl thiophenol and 2, 4, 6-triisopropyl thiophenol; the reaction substrate comprises an acrylate compound or an arylethylene compound. According to the method, the succinic acid derivative and 3-aryl propionic acid can be efficiently and highly selectively synthesized under the induction of visible light and the participation of CO2; according to the scheme, reaction conditions are mild, reaction substrate selectivity is wide, and amplification to a gram-level scale is achieved; raw materials used in the method are cheap and easily available, and the method has good industrial application prospects.

Description

technical field [0001] The invention belongs to the technical field of organic synthesis, and in particular relates to a synthesis method of succinic acid derivatives or 3-aryl propionic acid. Background technique [0002] The synthesis method of succinic acid mainly contains six categories: one is the catalytic oxidation of paraffin; the other is the catalytic hydrogenation of maleic anhydride or fumaric acid; the third is the carbonylation of acrylic acid. Generate succinic acid; the fourth is to use acetylene, carbon monoxide and water in the presence of cobalt catalyst to react in acidic medium to produce succinic acid; the fifth is to oxidize maleic acid or maleic anhydride by electrolysis; the sixth is biological fermentation method. In above-mentioned six kinds of methods, except biofermentation method and electrolysis method, all the other methods all need to use precious metal catalyst and high temperature, the condition is harsh; In addition, acrylic acid carbonyla...

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Problems solved by technology

In the above method, catalytic hydrogenation and carboxylation of aryl vinyl require high pressure, high requirements for reaction equipment, and need expensive catalysts to realize; the method of chromate oxidation of propylbenzene has problems such as waste of oxidant and excessive oxidation; The synthesis of 3-arylpropionic acid from diethyl benzylmalonate is cumbersome and the atom economy is not high; while the carboxylation reaction of aryl vinyl is often accompanied by the generation of α-carboxylated by-products

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