采用逆合成分析与纯有机催化室温合成4-溴查尔酮的实验设计

Experimental Design for the Room-temperature Synthesis of 4- bromochalcone Using Retro-synthetic Analysis and Pure Organic Catalysis

以4-溴查尔酮为目标分子,通过逆合成分析法,从6条路线中分析出含有5项诺贝尔奖成果的合成途径,通过对比,最后选择出2021年诺奖成果“纯有机催化”室温合成4-溴查尔酮。以新试剂L-脯氨酸为催化剂,室温下通过对溴苯甲醛和苯乙酮的羟醛缩合反应合成4-溴查尔酮,并进行一系列正交实验,优化反应条件。该反应具有原料价格低廉、反应条件温和等优点。通过简单的反应,将多项诺奖成果与纯有机催化引入实验教学中,避免“照方抓药”式教学,紧贴科学前沿,深化有机合成学习,有利于培养学生创新意识。

Taking 4-bromochalcone as the target molecule,through the retrosynthetic analysis,the synthesis routes containing 5 Nobel Prize achievements were analyzed from 6 routes.Through comparison,the 2021 Nobel Prize achievement“Pure Organic Catalysis”was finally selected to synthesize 4-bromochalcone at room temperature.A new reagent L-proline was used as a catalyst to synthesize 4-bromochalcone by the aldol condensation of p-bromobenzaldehyde and acetophenone at room temperature.A series of orthogonal experiments were carried out to optimize the reaction conditions.The reaction has the advantages of low cost of raw materials and mild reaction conditions.Through simple reaction,a number of Nobel Prize achievements and pure organic catalysis are introduced into experimental teaching,avoiding“prescribed medicine”teaching,keeping close to the frontier of science,and deepening the study of organic synthesis,which is conducive to cultivating students’innovative consciousness.