Abstract:

4-Chlorophenyl isoferulate was synthesized in onestep from isoferulic acid and 4-chlorophenol without the protection of the hydroxyl of isoferulic acid in the presence of 4-dimethylpyridine(DMAP) as catalyst and dicyclohexylcarbodiimide(DCC) as dehydrating agent under ultrasonic irradiation at room temperature. When reactants were mixed in a n(isoferulic acid)∶n(4-chlorophenol)∶n(DCC)∶n(DMAP)=1∶1.2∶1.2∶0.1, and exposed to ultrasonic irradiation for 2.5 h, the yield was 76.2%. The structure of the product was confirmed by elemental analysis, 1H NMR and IR. This method avoids the long reaction time and increases the yield compared with traditional synthetic method.

Key words: 4-chlorophenyl isoferulate, dicyclohexylcarbodiimide, 4-dimethylpyridine, ultrasonic irradiation