乙基-4-(4-溴苯基)-1-(4-溴苯基)-2,6-双(4-氟苯基)-1,2,5,6-四氢吡啶-3-羧酸甲酯的合成及晶体结构

Synthesis and crystal structure of ethyl-4-(4-bromophenyl)-1-(4-bromophenyl)-2,6-bis(4-fluorophenyl)-1,2,5,6-tetrahydro-pyridine-3-carboxylate

4-氟苯甲醛、4-溴苯胺和乙酰乙酸乙酯在[Bmim-G]+[HSO4]-催化下,于乙醇中40℃反应,得到乙基-4-(4-溴苯基)-1-(4-溴苯基)-2,6-双(4-氟苯基)-1,2,5,6-四氢吡啶-3-羧酸甲酯的粗品,经95%EtOH与DMF混合溶剂重结晶得到其晶体.经IR,1 HNMR及单晶X射线法对化合物进行了表征,确认该晶体属于单斜晶系,空间群为P2(1)/c,晶胞参数a=1.339 37(12)nm,b=2.068 5(2)nm,c=1.272 63(12)nm,β=106.934 0(10)°,Mr=741.46,V=3.372 9(6)nm3,Dc=1.460 Mg/m3,Z=4,μ(Mo Kα)=2.453mm-1,F(000)=1 504.最终的偏离因子为R1=0.189 4,R2=0.215 5.最终差值电子密度的最高峰为916nm-3,最低峰为830nm-3.

Using 4-fluorobenzaldehyde,4-bromoaniline and ethyl acetoacetate in the presence of[Bmim-G]＋[HSO4]- catalyst in ethanol at 40 ℃,the crude of ethyl-4-（4-bromophenyl）-1-（4-bromophenyl）-2,6-bis（4-fluorophenyl）-1,2,5,6-tetra hydro-pyridine-3-carboxylate was synthesized.The crystal was obtained by recrystallization from EtOH（95%）and DMF.The structure was determined by IR,1 HNMR spectra and single crystal X-ray diffraction.The crystal structure belongs to monoclinic,space group P2（1）/c with the cell parameters a=1.339 37（12）nm,b=2.068 5（2）nm,c=1.272 63（12）nm,β=106.934 0（10）°,Mr=741.46,V =3.372 9（6）nm3,Dc=1.460Mg/m3,Z=4,μ（Mo Kα）=2.453mm-1,F（000）=1 504.The structure was solved by direct methods and refined by full-matrix least squares method to the final final R1=0.189 4,R2=0.215 5.The largest differences in peak and hole of elcetron density are 916nm-3 and 830nm-3.