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The micro reactor building and its applications in organic synthesis
Author: KongLingJie
Tutor: JiaZuo
School: Fudan University
Course: Organic Chemistry
Keywords: Microreactor Claisen rearrangement 2, 4, 5-trisubstituted imidazoles n-BuLi
CLC: O621.3
Type: Master's thesis
Year: 2010
Downloads: 188
Quote: 0
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Abstract
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Microreactor is a kind of new continuous flow reactor with high heat-transfer and mass-transfer efficiency. The reaction temperature, reaction time and reactant ratio can be accurately controlled when performing organic reaction in microreactor. Moreover, re-optimization in production process at each stage of scale-up can be avoided. Therefore, using microrectors to optimize various organic reactions become a new prospect of organic synthesis research field.Chapter 1:The structural characteristics and the properties such as heat and mass transfer and continuous flow of microreactor were introduced. The applications and developments of microreactors in organic synthesis are reviewed.Chapter 2:We introduced our microreactor from the aspects such as its materials, drives and expanding application devices, meanwhile, we compared it with the current used strategies and methods of microreactor fabrication. In addition, we provided a brief overview of operations methods of microreactor in its fabrication and application to organic synthesis, along with the causes of common malfunctions and the methods for the troubleshooting during the application.Chapter 3:A new green synthetic platform in a microreactor system to synthesize allyl para-substituted phenyl phenols via Claisen rearrangement in high efficiency has been developed. Compared with the conventional method, much higher yields and purities have been obtained within much shorter reaction time (20min), and the occurrence of phenomena such as carbonation has been avoided. Liquid substrate could react successful without solvent under high temperature, and part of the substrates gave quantitative reaction, saving the work-up.Chapter 4:We successfully obtain the environment of high temperature and high pressure similar to microwave reactor through fixing the pressure-control device on the end of microreactor. Using this microreactor we also successfully perform the synthesis of 2,4,5-trisubstituted imidazoles. Ary1-, alky1- and heteroaryl-substituted imidazoles were obtained in high yields (80%-95%)within 2 min under super-heating conditions (180℃) in this system. In addition of efficiency and simplicity, this platform provides a very fast, green and easy scale-up procedure for the synthesis of 2,4,5-trisubstituted imidazoles.Chapter 5:The Li-Br exchange reaction of 2- trifluoromethy1-5 bromopyridine and n-BuLi has been studied in microreactor at low temperature. We optimized reaction in second-level unit of time in order to find the meeting point of residence time and the form and the entrance to the next step reaction of the intermediate avoiding the side-reactions of intermediate such as rearrangement. It is found that the conversation and yield can be improved efficiently when the residence time was further reduced under the condition of good mixing.
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CLC: > Mathematical sciences and chemical > Chemistry > Organic Chemistry > Organic Chemistry general issues > Synthetic organic chemistry
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