%0 Journal Article
%T 综合有机化学实验：天然产物异靛蓝的合成与表征<br>Comprehensive Organic Chemistry Experiment: Synthesis and Characterization of Natural Product Isoindigo
%A 张永飞
%A 惠永海
%A 王赟
%A 夏加亮
%A 高利军
%A 韩冰
%J Creative Education Studies
%P 2979-2985
%@ 2331-804X
%D 2023
%I Hans Publishing
%R 10.12677/CES.2023.1110439
%X 文章设计了酸催化和碱催化两种不同的方法，以2-吲哚酮和靛红为原料经羟醛缩合反应合成异靛蓝，将羟醛缩合反应引入本科综合有机化学实验。酸催化方法以冰乙酸为溶剂，浓盐酸作催化剂，在回流条件下合成异靛蓝。碱催化方法以甲醇为溶剂，氢氧化钠为催化剂合成β-羟基酮，然后在稀盐酸作用下脱水制备异靛蓝，最终产物经核磁共振和红外光谱确认结构。通过该实验，让学生掌握了典型的有机化合物合成、分离和结构鉴定技术，加深了学生对有机化学反应机理等理论知识的理解和运用，激发了学生科研兴趣。<br />
The aldol condensation reaction was introduced into the undergraduate comprehensive organic chemistry experiment. Two different methods of acid catalysis and alkali catalysis to synthesize isoindigo via aldol condensation with 2-indolone and isatin as raw materials were designed. Isoindigo was synthesized under reflux with glacial acetic acid as solvent and concentrated hy-drochloric acid as catalyst in the acid catalytic system. While the alkali catalytic method uses me-thanol as a solvent and sodium hydroxide as a catalyst to synthesize β-hydroxyketone. The isoin-digo was prepared by dehydration of β-hydroxyketone under the action of dilute hydrochloric acid. The structure of the final product was confirmed by 1H NMR and IR. The experiment enabled students to master the synthesis, separation, and structural identification techniques of typical organic compounds, deepened their understanding and application of theoretical knowledge of organic reaction mechanisms, and stimulated their interest in scientific research.
%K 综合实验，异靛蓝，羟醛缩合<br>Comprehensive Experiment
%K Isoindigo
%K Aldol Condensation
%U http://www.hanspub.org/journal/PaperInformation.aspx?PaperID=73502