大学化学 >> 2016, Vol. 31 >> Issue (10): 64-67.doi: 10.3866/PKU.DXHX201601038

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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

张洪刚,陈建华,李胜想,任相伟,赵温涛,张万东*()   

  • 发布日期:2016-11-02
  • 通讯作者: 张万东 E-mail:zhangwandong@tju.edu.cn
  • 基金资助:
    2014年天津大学本科实验教学改革与研究项目

Self-Condensation of Benzaldehyde to Benzyl Benzoate over Sodium Benzyloxide

Hong-Gang ZHANG,Jian-Hua CHEN,Sheng-Xiang LI,Xiang-Wei REN,Wen-Tao ZHAO,Wan-Dong ZHANG*()   

  • Published:2016-11-02
  • Contact: Wan-Dong ZHANG E-mail:zhangwandong@tju.edu.cn
  • Supported by:
    2014年天津大学本科实验教学改革与研究项目

摘要:

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℃,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。

关键词: Tishchenko反应, 苯甲醛, 苯甲醇钠, 苯甲酸苄酯, 有机化学实验

Abstract:

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

Key words: Tishchenko reaction, Benzaldehyde, Sodium benzyloxide, Benzyl benzoate, Organic chemistry experiments

MSC2000: 

  • G64