4-苄氧基-3-甲氧基苯乙酮是制备肾上腺素代谢物的中间体。
医药
合成路线 1(1. 合成:1835-11-6)
产率:99%
合成条件:With potassium carbonate In N,N-dimethyl-formamide at 40℃;
实验步骤:将4-羟基-3-甲氧基苯乙酮(40g,240mmol),苄基溴(31.4ML,260mmol)和碳酸钾(99.6g,360mmol)的DMF(800mL)溶液加热至40℃过夜。。 将溶液冷却至室温,倒在冰上,过滤得到的固体。 将该物质用水洗涤并干燥,得到1-(4-苄氧基-3-甲氧基苯基)乙酮(61g,99%)。
参考文献:
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合成路线 2(2. 合成:1835-11-6)
产率:94%
合成条件:With potassium carbonate In N,N-dimethyl-formamide at 80℃; for 6 h;
实验步骤:将化合物18(8.3g,50mmol)溶于DMF(50mL)中,然后加入无水K 2 CO 3(2.5g)和苄基氯(6.3g,50mmol)。 将反应混合物在80℃下搅拌6小时。 将得到的粗产物溶解在H 2 O中,用EtOAc萃取,然后通过硅胶柱色谱法纯化,得到19(12g,94%),为白色粉末,m.p.205℃。 82-84°C; IR(纯)νmax2873,1670,1585,1512,1458,115,1350,1276,1215,1145,1076,991,871,798,748cm-1; 1HNMR(300MHz,CDCl3)δ7.57-7.33(7H,m),6.90(1H,d,J = 9.0Hz),5.23(2H,s),3.95(3H,s),2.55(3H,s); 13CNMR(75MHz,CDCl3)δ296.6,152.2,149.3,136.1,130.5,128.5,127.9,127.0,122.9,111.9,110.3,70.6,55.8,26.0; EIMS m / z(rel.int。):256 [M] +(39),92(26),91(100),65(24); HREIMS计算值C 16 H 16 O 3 [M] + 256.1099,实测值256.1096。
参考文献:
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