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摘要：21世纪以来，化学家们以绿色化学的理念与方法对氯代反应进行深入的探讨和研究，进而得到的一系列相关研究成果成为了绿色有机化学领域的重要内容。当然，在探索的同时还发现了一些具有低毒、高效、环保等优点的传统试剂，其在物理化学领域的性质研究、化学反应、工业生产上发挥着很大的作用。α-氯代苯乙酮化合物是一类在有机合成反应及化工生产过程中至关重要的有机合成中间体。虽然目前有许多合成此类化合物的工艺方法，但是这些方法都或多或少有些反应速度慢，且反应试剂有毒性等反应过程中不可控的缺点，所以不符合绿色化学理念。因此，研究苯乙酮类化合物在甲醇中的一氯代反应是很有必要的。本文将探索使用传统溶剂中相对绿色的甲醇作为溶剂，在室温下合成α-氯代苯乙酮化合物。70619
本论文以一定物质的量的苯乙酮与低毒、固体氯代试剂三氯异氰尿酸反应，并加入催化剂氯化胆碱以及溶剂甲醇，通过调整三氯异氰尿酸用量、溶剂种类和用量、氯化胆碱的用量、优化反应时间、反应温度，使反应在液相中进行，尝试在此基础上研究出绿色、高效的一氯代化合物合成路线，在此反应条件下通过改变反应底物进行普适性研究。通过实验发现：在80℃下，以苯乙酮为原料，当三氯异氰尿酸用量为5 mmol，溶剂甲醇的用量为10 mL，用乙酸乙酯萃取作为萃取关键步骤，则得到的产率最高，实际可得1.56 g无色油状物，产率为94.4 %。根据实验过程中的探索研究，逐步得到已优化的反应条件，对于苯乙酮之外的苯乙酮类化合物为底物，得到的一氯代物产量较大，产率可达86.4% ~90.5%。
毕业论文关键词：高选择性氯代反应；苯乙酮类化合物；三氯异氰尿酸
Highly selective chlorination of Choline chloride
Abstract: Since the 21st century, chemists have discussed and researched the chlorination reaction with the green chemistry concept and method, and a series of relevant research results has become an important content in the field of green organic chemistry. Of course, the chemists also found a number of low toxicity, high efficiency, environmental protection and other advantages of traditional reagents which play a big role in the field of physical chemistry research, chemical reactions, industrial production in the exploration at the same time. Α-Chloroacetophenone compounds are a class of organic synthesis intermediates that are critical in the organic synthesis and chemical production processes. Although there are many processes for the synthesis of such compounds, these methods are more or less slow to respond, and the reaction reagents are toxic and other reaction process can not control the shortcomings, so these methods do not meet the green chemical concept. Therefore, it is necessary to study the monochlorogenic reaction of acetophenone in methanol. This paper will explore the use of the traditional green solvent in the experiment as a solvent to carry out α-chloroacetophenone compounds at room temperature.
In this paper, a amount of acetophenone react with a certain amount of substances and low toxicity, solid chlorine reagent trichloroisocyanuric acid, Adding catalyst choline chloride and methanol which as solvent, by adjusting the amount of trichloroisocyanuric acid, solvent type and amount and the amount of choline chloride, the reaction time and the reaction temperature were optimized, and the reaction was carried out in the aqueous phase. On this basis, the green and efficient monochloride compound synthesis route was studied. Under the reaction conditions, To carry out universal study of this subject. It was found that the yield of xylchloroisocyanuric acid was 5 mmol, the amount of solvent methanol was 10 mL and extracted with ethyl acetate as the extraction key step at 80 ℃. The actual available 1.15 g colorless oil is the highest level, the yield was 74.0%. According to the exploration process in the experiment, the optimal reaction conditions were obtained. For the acetophenone compounds other than acetophenone, the yield of monochlorobenzene was 86.4% ~ 90.5%