Trifluoromethyl substituted continuous quaternary carbon center cyclopropane derivative and synthetic method

Abstract

The invention discloses a trifluoromethyl substituted continuous quaternary carbon center cyclopropane derivative and a synthetic method, belonging to the technical field of synthesis of medicine chemical industry. The synthetic method comprises the following steps: adding N-tosyl hydrazone, trifluoromethyl ketone, alkali, a phase transfer catalyst and a solvent into a reactor, carrying out reaction under stirring at 70 to 90 DEG C for 12 to 24 hours, after the reaction is completed, carrying out cooling to room temperature, filtering obtained reaction liquid, carrying out vacuum evaporation and removing the solvent so as to obtain a crude trifluoromethyl substituted continuous quaternary carbon center cyclopropane derivative, and carrying out purifying through column chromatography so as to obtain the trifluoromethyl substituted continuous quaternary carbon center cyclopropane derivative. The method provided by the invention avoids using a transition metal catalyst and uses non-toxic, cheap and easily-available raw materials; the reaction has good adaptability to functional groups and wide adaptability to a substrate, has high product yield and good non-reflect selectivity, can be enlarged to gram-grade scale production and synthesis, and is favorable for industrial production; meanwhile, the obtained trifluoromethyl substituted continuous quaternary carbon center cyclopropane derivative has extensive application in the fields of pesticides, medicines and materials.

Description

technical field [0001] The invention belongs to the technical field of pharmaceutical chemical synthesis, and specifically relates to a propylene oxide derivative containing a trifluoromethyl-substituted continuous quaternary carbon center and a synthesis method. Background technique [0002] In recent years, fluorine-containing organic compounds have received more and more attention from scientists, showing a trend of vigorous development. Fluorine-containing organic compounds are widely found in the fields of medicine, daily necessities, functional materials and national defense industry. For example, many pesticide or drug molecules contain at least one fluorine atom or fluorine-containing group; perfluoroalkanes have unique thermal stability, chemical stability and surface activity, and have been used to synthesize artificial blood, lubricants and surfactants ; Fluorine-containing compounds are used as photoresists in the electronics industry and can be used to manufact...

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Problems solved by technology

This type of method is not only harsh on the reaction conditions (requiring anhydrous, oxygen-free and low-temperature technology), but also wastes more financial resources by using an excessive amount of expensive lithium reagents; at the same time, a large amount of lithium salts and wastes are produced in the multi-step separation and purification process. liquid, which is likely to cause environmental pollution during the production process and seriously threaten human safety

However, there is no report on the direct synthesis of propylene oxide derivatives containing trifluoromethyl-substituted continuous quaternary carbon centers using N-p-toluenesulfonyl ketone hydrazone as a raw material.

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