醇钠催化苯甲醛合成苯甲酸苄酯——介绍一个探索性有机化学实验

Self-Condensation of Benzaldehyde to Benzyl Benzoate over Sodium Benzyloxide

本实验以大学生创新实验为背景,以培养学生创新能力为目的,结合有机化学实验的特点,设计了苯甲酸苄酯的合成路线。以苯甲醛为原料、苯甲醇钠为催化剂,经Tishchenko反应合成目标产物。其最佳合成条件为:苯甲醛与醇钠物质的量比为33:1,反应温度介于50-60°C,反应时间为1 h。产率69%,产品纯度99%以上。实验结果表明,此工艺流程符合有机化学实验的要求。

To cultivate students′ innovation ability, we designed the synthetic method of benzyl benzoateas an organic chemistry laboratory experiment. Benzyl benzoate was directly synthesized frombenzaldehyde in the presence of a sodium benzyloxide via the Tishchenko reaction. The experimentalconditions are optimized with a benzaldehyde to sodium benzyloxide mole ratio of 33 : 1 and a 50-60 °Creaction temperature for 1 h. A yield up to 69% was achieved with the purity higher than 99%. Theexperimental results show that the process is in accordance with the requirements of organic chemistrylaboratory teaching.