Synthesis of Methyl-4-bromo-4,4-dinitrobutyrate by Phase Transfer Catalysis

Methyl-4-bromo-4,4-dinitrobutanoate was synthesized by Michael addition reaction of bromodinitromethane and methacrylate,and the effects of the ratio of raw materials,temperature and reaction time on its yield were studied.The optimum synthetic technology conditions with 54% yield are: molar ratio 2∶1 of methacrylate to bromodinitromethane potassium salt,reaction temperature 40 ℃,reaction time 30 min,tetrabutyl ammonium bromide(TBAB) as phase transfer catalyst.The quantity of TBAB is equivalent to 12% of bromodinitromethane potassium salt.The structure of the product methyl-4-bromo-4,4-dinitrobutanoate was identified by infrared spectroscopy(IR),nuclear magnetic resonance(1H NMR),ultraviolet and visible spectroscopy(UV-Vis),mass spectroscopy(MS) and elemental analysis.