化学合成。
医药中间体;化学合成
合成路线 1(1. 合成:17639-64-4)
产率:99%
合成条件:With NaH In tetrahydrofuran; water
实验步骤:实施例6向60%NaH(3.13g)的THF(20mL)悬浮液中滴加吡咯(5.00g)的THF(20mL)溶液。 将混合物搅拌30分钟,向其中加入对甲苯磺酰氯(14.2g)的THF(20mL)溶液,并将混合物在室温下搅拌3小时。 将水加入到反应溶液中,分离有机层,干燥,过滤并浓缩。 将残余物从甲醇和水的混合溶剂(各35mL)中重结晶,过滤收集所得晶体,干燥,得到1-对甲苯磺酰基-1H-吡咯(16.3g,99%)。 1H NMR(CDCl3,300MHz)δ7.73(dt,2H,J = 8.4和2.0Hz),7.27(dt,2H,J = 8.4和2.0Hz),7.15(dd,2H,J = 2.2和2.4Hz) ,6.28(dd,2H,J = 2.2和2.4Hz),2.40(s,3H)。
参考文献:
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合成路线 2(2. 合成:17639-64-4)
产率:76%
合成条件:for 2 h; Reflux
实验步骤:将对甲苯磺酰胺(20g,116.8mmol)和2,5-二甲氧基四氢呋喃(20mL,154mmol)在乙酸(100mL)中的混合物加热回流2小时。 将混合物冷却至室温,然后倒入水(1L)中。 将混合物静置1小时,然后通过过滤分离沉淀物并从乙醇中重结晶,得到N-甲苯磺酰基吡咯(19.72g,76%),为无色晶体。
参考文献:
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