【摘要】 对甲苯磺酰氯与三甘醇单甲酯完成酯化反应,再与对溴苯酚缩合制得对溴苯基三甘醇单甲醚(3);3与硼酸甲酯完成取代反应、酸解后在Pd(PPh3)4催化下与5-溴-2-碘嘧啶(5)在甲苯中通过Suzuki偶联反应选择性地合成了5-溴-2-对(甲基三甘醇基)苯基嘧啶(1a),收率73%。以1-十二烯和5为主要原料,通过Suzuki偶联反应,一锅法选择性地合成了5-溴-2-十二烷基嘧啶(1b),收率82%。1a和1b未见文献报道,其结构经1HNMR,13C NMR和MS表征。更多还原

【Abstract】 p-Bromophenyl-methoxy triethylene glycol（3） was prepared by esterification of p-tolylsulfonyl chloride with methoxy triethylene glycol,then condensation with p-bromophenol.Novel 5-bromo-2-[p-（methyl triethylene glycol group）phenyl]pyrimidine（1a） in yield of 73% was selectively synthesized using Pd（PPh₃）₄ as a catalyst in toluene under Ar gas by Suzuki-coupling of 5-bromo-2-iodopyrimidine（5） and p-（methyl triethylene glycol group）phenyl-boric acid（4） which was obtained by substitution reaction of 3 with methyl borate,then acidolysis.Novel 5-bromo-2-dodecylpyrimidine（1b） in yield of 82% was selectively synthesized by Suzuki-coupling in "one-pot" from 1-dodecylene and 5 using Pd（dppf）Cl₂ as a catalyst in THF.The structures of 1a and 1b were characterized by 1H NMR,13C NMR and MS.更多还原