1-Boc-2-异丙基肼作为中间体或原料,应用于医药和农药等领域的合成反应中。
医药; 农药
合成路线 1(1. 合成:16689-35-3)
产率:77%
合成条件:With bromocresol green; sodium cyanoborohydride; toluene-4-sulfonic acid In tetrahydrofuran at 20℃; for 2 h;
实验步骤:或者,将2-(丙-2-亚基)肼甲酸叔丁酯2(0.51g,3.0mmol)溶于20mL THF中,用NaBCN(0.19g,3.0mmol)和几毫克溴甲酚绿处理,然后通过在约1小时内滴加对甲苯磺酸(0.57g,3.0mmol)的1.5mL THF溶液,保持反应pH在3.5-5.0之间。在室温下搅拌另外一小时后,通过旋转蒸发除去溶剂,并将残余物在EtOAc(30mL)和盐水之间分配。用饱和NaHCO 3萃取有机相。 NaHCO 3,20mL和盐水,蒸发至残余物并溶于10mL乙醇中。用3.6mL 1M NaOH溶液(3.6mmol)处理乙醇溶液,并在室温下搅拌30分钟。通过旋转蒸发除去溶剂,将残余物溶于乙酸乙酯中并用水萃取。减压蒸发有机层,残余物通过柱色谱纯化,用5%MeOH的DCM溶液作为洗脱剂,收集2-异丙基肼羧酸叔丁酯3(0.4g,77%收率):mp = 47-49℃; Rf = 0.44(5%MeOH的DCM溶液); 1H NMR 300MHz(CDCl 3)d 6.03(s,NH,1H),3.92(s,NH,1H),3.14(m,1H),1.46(s,9H),1.02(d,6H,J = 6Hz) ); 13C NMR 300MHz(CDCl 3)d 157.2,80.8,51.2,28.7,21.0。
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