3,4-亚甲二氧苯基-2-丙酮的合成研究

Research on the synthesis of 3,4-methylenedioxyphenyl-2-propanone

以3,4-亚甲二氧基苯甲醛和硝基乙烷为原料,经Knoevenagel反应生成3,4-亚甲二氧苯基-2-硝基丙烯,再通过还原和水解反应,合成3,4-亚甲二氧苯基-2-丙酮。研究了Knoevenagel反应中催化剂的选择以及还原与水解反应中HCl与3,4-亚甲二氧苯基-2-硝基丙烯的摩尔比对产率的影响。结果表明,较优反应条件为:Knoevenagel反应采用醋酸铵作催化剂,冰醋酸作溶剂,回流3 h,产率可达81.2%;还原与水解反应中,HCl与3,4-亚甲二氧苯基-2-硝基丙烯的摩尔比为2.72∶1时,产率为66.3%。

3,4-Methylenedioxyphenylo2-propanone was synthesized by reduction combined with hydrolysis of 3,4-methylenedioxyphenyl-2-nitropropene prepared by Knoevenagel reaction of 3,4-methylenedioxybenzaldehyde and nitroethane. It discussed selecting catalysts in Knoevenagel reaction and the ratio of HCI to 3,4-methylenedioxyphenyl-2-nitropropene. It is showed that the best way is using ammonium acetate as catalyst refluxing in glacial acetic acid for 3 h in Knoevenagel reaction with the yield of 81.2%. The optimum condition for reduction and hydrolysis was 2.72 ： 1 of the molar of HCI to 3,4-methylenedioxyphenyl-2-nitropropene with the yield of 66.3%.