相转移催化合成4-{2-[N-甲基-N-(2-吡啶基)]氨基乙氧基}苯甲醛

以2-氯吡啶(1)、2-甲氨基乙醇(2)和4-氟苯甲醛(4)为主要原料,经2步反应合成了4-{2-[N-甲基-N-(2-吡啶基)氨基乙氧基]}苯甲醛(5).第1步反应n(2)∶n(1)=4∶1,反应温度160℃,反应时间约6h,采用减压蒸馏进行后处理,2-[N-甲基-N-(2-吡啶基)氨基]乙醇(3)的收率在93％以上,过量2的回收率在97％以上,回收的2可以重复使用.第2步反应用氢氧化钠做碱性试剂,用甲苯和水分别做为两相的溶剂,在相转移催化剂CTAB作用下进行,经优化后5的收率可达90％以上.2步反应总收率达83％以上.

Synthesis of 4- { 2- [ N-methyl-N- (2-pyridyl) ] aminoethoxy } benzaldehyde by phase-transfer catalysis

4-{ 2-[N-Methyl-N-(2-pyridyl) ]aminoethoxy} benzaldehyde(5) was synthesized by a two-steps process with 2-chloropyridine(1),2-(methylamino) ethanol(2),and 4-fluorobenzaldehyde(4) as principal raw materials.In first step of the process,the mole ratio of 2 to 1 was 4 ∶1,reaction temperature 160℃,reaction time about 6 h,and adopted vacuum distillation in work-up procedure.Under such conditions,the yield of 2-[N-methyl-N-(2-pyridyl) amino]ethanol(3) was more than 93%,the rate of recovery of the excess 2 was more than 97%,and recovered 2 could be cyclically used.The second step of process was carried out with sodium hydroxide as basic reagent,toluene and water as solvent of two phases respectively,CTAB as phase-transfer catalyst,gave 5 in more than 90% yield under optimal conditions.The above two steps gave 5 in more than 83% overall yield.