3-(3-异丙基苯基)丁醛的合成

Synthesis of 3-( 3-Isopropylphenyl) butanal

通过逆合成分析法设计一条合成标题化合物的路线,以4-异丙基苯胺为原料,经溴化反应和重氮化—去氨基还原反应生成3-溴异丙苯,再经格氏反应和Michael加成反应,最终得到目标化合物,通过IR、~1HNMR和MS对主要产物和中间体结构进行表征。对溴化反应和重氮化—去氨基还原反应的工艺进行了改进,并对Michael加成反应的条件进行了探究。结果表明,当n（MnCl_2）=30 mol%,n（MnCl_2）∶n（LiCl）=1∶2,n（CuCl）=5 mol%,T=-20℃时,Michael加成反应的产率为85.2%,总收率为73.5%。

Designed a synthetic route by retro synthetic analysis of title compound,3-bromocemene was prepared from 4-isopropylaniline as raw material by the bromination and diazo-deaminate reduction,then Grignard reaction and Michael addition to obtain the target compound.The structure of main product and intermediate was confirmed by IR,~1HNMR and MS.Improved the technology of bromination and diazo-deaminate reduction,and explored the conditions of Michael addition. The result indicated that：n（ MnCl_2） = 30 mol%,n（ MnCl_2） ∶n（ LiCl） = 1 ∶2,n（ CuCl） = 5 mol%,T=-20 ℃,the yield in this condition of Michael addition is 85. 2%,the total yield is 73. 5%.