University Chemistry ›› 2016, Vol. 31 ›› Issue (10): 64-67.doi: 10.3866/PKU.DXHX201601038

• Chemistry Laboratory • Previous Articles     Next Articles

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
  • Supported by:


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