NATURAL PRODUCT RESEARCH AND DEVELOPMENT ›› 2011, Vol. 23 ›› Issue (5): 815-819.

• Article • Previous Articles     Next Articles

Preparation of Anisaldehyde from Ozonolysis of Anethole in Water and Ethyl Acetate

YU Jing1,2, SHEN Min-min1*, DENG Lian-li1,2, GAN Lu1,2, HA Cheng-yong1   

  1. 1Laboratory of Cellulose and Lignocellulosics Chemistry, Guangzhou Institute of Chemistry, Chinese Academy of Sciences, Guangzhou 510650, China; 2Graduate School of the Chinese Academy of Sciences, Beijing 100039, China
  • Received:2011-03-03 Online:2011-10-25 Published:2011-09-26
  • Supported by:

    Supported by the National Key Technology R&D Program of China (No. 2007BAD82B02) and Natural Science Foundation of Guangdong province of China. (No. E06200692)

Abstract: At room temperature, anisaldehyde (4-methoxybenzaldehyde) was synthesized by the ozonolysis of anethole (1-methoxy-4-(1-propenyl)-benzene) in a solvent system composed of water and ethyl acetate. The yield of anisaldehyde from this solvent system was compared with those from the traditional solvent systems. Meanwhile, the solvent quantity, O3/O2 flow rate, water content in the mixture solvent and the reaction time which could effect on the reaction were investigated. By FTIR and UV spectrum, the reaction mechanism was investigated. In the presence of water, anethole was ozonolysed to anisaldehyde at room temperature in 100 min with a yield of 81.7%. The pure product was obtained without further isolation.

Key words: anethole, anisaldehyde, ozone, ozonide, ozonolysis

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