A kind of preparation method of 2,2'-bis[(3,5-xylyl)phosphorus] binaphthyl

Abstract

The invention relates to the field of organic chemical synthesis, in particular to a preparation method of 2,2'-bis[(3,5-xylyl)phosphorus]binaphthalene. A kind of preparation method of 2,2'-bis[(3,5-xylyl) phosphorus] binaphthyl, comprising the following steps: taking phosphorus trichloride and N-methylpiperazine as raw materials to obtain N-methylpiperazine Phosphorus dichloride hydrochloride; react N-methylpiperazine phosphorus dichloride hydrochloride with 3,5-xylylmagnesium bromide to generate N-methylpiperazinyl-bis(3,5-di Tolyl) phosphine; after the reaction, concentrate the solution to obtain a concentrated solution, and pass through excess hydrogen chloride gas to obtain bis (3,5-xylyl) phosphorus monochloride; bis (3,5-xylyl) monochloride Phosphate and (R)-(-)-1,1′-binaphthalene-2,2′-diphenol bistrifluoromethanesulfonate are added to the organic solvent, then magnesium powder is added to react, and after the reaction, suction filtration 2,2'-bis[(3,5-xylyl)phosphine]binaphthalene is obtained. The synthesis route provided by the invention is scientific, has few side reactions, high yield, no complicated operation procedures, and is suitable for industrialized production.

Description

technical field [0001] The invention relates to the field of organic chemical synthesis, in particular to a preparation method of 2,2'-bis[(3,5-xylyl)phosphine]binaphthalene. Background technique [0002] In the past 20 years, the research on asymmetric synthesis has attracted more and more attention, and a series of rapid developments have made it one of the frontier fields of organic chemistry. Among many asymmetric synthesis reactions, asymmetric catalysis can obtain a large number of optically active target products with only a small amount of chiral catalysts, which has become a research field with great temptation. Complexes formed by optically active phosphine ligands and transition metals play a very important role in asymmetric catalytic organic synthesis. So far, more than 2000 new chiral phosphine ligands have been synthesized. After years of research, chiral catalysts and asymmetric synthesis methods with industrial production value have emerged. Several chiral ...

AI Technical Summary

Problems solved by technology

[0007] First, the more toxic diethylamine is used, and the amount of diethylamine is more, one molecule of diethylamine is wasted to neutralize the one molecule of hydrogen chloride generated by the reaction of another molecule of diethylamine and phosphorus trichloride

[0008] Second, only diethylamine hydrochloride is removed during suction filtration, and the reaction product is still in ether, and the ether needs to be removed to obtain the reaction intermediate, which is cumbersome and unfavorable for scale-up production

[0009] Third, the obtained high-viscosity liquid is not conducive to transfer, and is also not conducive to the next step of reaction. Even when the feeding amount is enlarged, the reaction cannot be completely carried out due to insufficient material contact. In severe cases, local heat cannot be dissipated, which will cause production accidents

[0010] Fourth, the reaction needs to be carried out slowly at -78°C, the reaction conditions are harsh, and the reaction rate is too slow, so the reaction efficiency is not high, which is not conducive to production

[0011] The 5th, the productive rate of reaction only has 53%, and productive rate is lower, causes a large amount of waste of raw material

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