- 4-氟苯甲酰肼是一种有机中间体,可作为有机合成中间体和医药中间体,主要用于实验室研发过程和化工生产过程中。
- 制备
在250mL的三口瓶中加入对氟苯甲酸(10.0g,60mmol)和100mL四氢呋喃,再加入N,N'-羰基二咪唑(12.6g,78mmol),TLC监测原料反应是否完全,反应完毕后,缓慢滴加80%水合肼(5.94g,95mmol),滴毕,搅拌反应6小时左右。
TLC监测原料反应是否完全(展开剂:石油醚/乙酸乙酯1:1)。反应完毕后,冷至
室温,减压浓缩除去大部分有机溶剂,加水约30mL,室温下打浆片刻,抽滤,水洗,得白色片状固体。经15mL无水乙醇重结晶得4-氟苯甲酰肼,白色固体6.91g,收
率75.2%。
有机合成中间体; 医药中间体
合成路线 1(1. 合成:456-06-4)
产率:100%
合成条件:With hydrazine hydrate In ethanol at 20 - 85℃; for 10 h; Reflux
实验步骤:在室温下向搅拌的4-氟乙基苯甲酸酯(4.5g,26.7mmol)的EtOH(30mL)溶液中加入NH 2 NH 2 .H 2 O(6.67g,133.5mmol),并将溶液在85℃下回流10小时。 将反应冷却至室温,减压浓缩,用正己烷(50mL)洗涤固体,然后干燥,得到4-氟苯甲酰肼固体(4.2g,定量收率)。 1H NMR(400MHz,DMSO-d6):δ9.85(s,1H),7.86(dd,2H),7.25(t,3H),4.46(s,1H),3.47(br s,1H)。
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合成路线 2(2. 合成:456-06-4)
产率:83%
合成条件:With hydrazine hydrate In methanol for 5 h; Reflux
实验步骤:通用方法:向适当的甲酯17(a-j)(1.0mmol)在50mL甲醇中的溶液中加入99%的水合肼(4.0mmol),将混合物回流5小时直至反应完成(TLC)。 反应完成后,冷却,用甲醇洗涤得到的固体。 粗产物用乙醇重结晶。
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