Method for continuously synthesizing arylboronic acid ester by utilizing microreactor

Abstract

The invention relates to a method for continuously synthesizing arylboronic acid ester by utilizing a microreactor, which belongs to the technical field of green organic synthesis application. The method comprises the following steps of: preheating substituted arylamine, tert-butyl nitrite, bisdiborane in a continuous-flow micro-channel reactor system by using substituted arylamine, acetonitrile, tert-butyl nitrite and bisdiborane as starting materials; and mixing the substituted arylamine with the bisdiborane and then reacting the obtained mixture with the tert-butyl nitrite, wherein in the reaction, the molar ratio of the substituted arylamine to the bisdiborane is (1:0.5)-(1:1.25), the molar ratio of the substituted arylamine to isoamyl nitrite is (1:1.1)-(1:1.5), the reaction temperature is 60 DEG C-120 DEG C, the reaction time is 50 seconds-3600 seconds, and the effective conversion ratio of the substituted arylamine is 50%-90%. The continuous-flow microreactor, which is capable of strengthening the mixing effect, the mass transfer effect and the heat transfer effect, is especially suitable for carrying out homogeneous reaction of the method. Moreover, the method has the characteristics of stable temperature control, safe process and less waste material.

Description

technical field [0001] The present invention relates to the synthesis of aryl borate esters from substituted aromatic amines, acetonitrile, tert-butyl nitrite, and double-linked pinacol-based diboranes using microreactors. The channel module composed of structural units is combined into an enhanced mixed microchannel reactor, and the method of using the reactor to synthesize aryl borate is a kind of substituted aromatic amine, tert-butyl nitrite, double-linked boronic acid ester in the microreactor. A continuous flow process of preheating the three raw materials of pinacol diborane, mixing substituted arylamine and double pinacol diborane, and then reacting with tert-butyl nitrite. The method can continuously, stably and safely synthesize aryl borates under the reaction conditions of 60°C to 120°C. Background technique [0002] Microreactor generally refers to a small reaction system manufactured by micromachining and precision machining technology. It includes mixers, ...

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Problems solved by technology

Ed. 2010, 49, 1846-1849) and others proposed the conditions of using substituted aromatic amines, tert-butyl nitrite, bis-linked pinacol diborane as raw materials, and benzoyl peroxide (BPO) as a catalyst The synthesis of aryl boronic acid pinacol ester is shown in the following experiments. Repeated experiments show that this method is feasible to synthesize in a microreactor, but the use of benzoyl peroxide (BPO) in the reaction has certain potential dangers and needs to be further optimized.

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