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请问有人做过将5-甲基-2,2-联吡啶用高锰酸钾氧化成5-羧基-2,2-联吡啶的反应吗?

作者 lijiefjw
来源: 小木虫 200 4 举报帖子
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请问有人做过将5-甲基-2,2-联吡啶用高锰酸钾氧化成5-羧基-2,2-联吡啶的反应吗?按如下文献里的方法做的,但是用盐酸总逼不出固体。。。不知道原因出在何处,恳请各位研友指点迷津,感激不尽!
2,2-Bipyridinyl-5-carboxylic acid (3).11 Potassium permanganate (12.3 g, 78 mmol) was added in 7 portions at 1 h intervals to a solution of 2 (3.4 g, 20 mmol) in water (200 mL). The mixture was heated at 70 C for 3 h and then at 90 C for 4 h more. The brown mixture was then ltered while hot through celite and washed with hot water (2  25 mL). The ltrate was concentrated to approximately 10 mL under reduced pressure, and then 1 M HCl was added slowly until a pH of 4 was obtained. The residue was then ltered and dried to obtain pure 3 (1.2 g, 30%) as a white solid. 1H NMR (400 MHz, DMSO) d 9.19 (s, 1H), 8.76 (d, J ¼ 4.3 Hz, 1H), 8.42–8.54 (m, 3H), 8.01 (t, J ¼ 7.1 Hz, 1H), 7.52–7.55 (m, 1H); 13C NMR (101 MHz, DMSO) d 166.6,
158.8, 154.7, 150.6, 150.0, 138.7, 137.9, 127.0, 125.4, 121.7, 120.7. 返回小木虫查看更多

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  • gtywugang

    可能没氧化出来,这个样甲醇酯化后萃取过柱子后,在水解

  • gtywugang

    引用回帖:
    3楼: Originally posted by lijiefjw at 2017-10-15 21:44:55
    感谢你的回复!但我对有机反应不是很了解,你的意思是生成了盐酸盐?你能具体说说怎么处理,或者分享一下相关的文献吗?非常感谢
    ...

    sorry,我不能查文献,我知道你做的不好做,以前做过类似的,做了两个多月偶尔有几次产率极低,建议你买,或者买溴的插羰后水解,您别说您不懂,不懂可以问老师问同学,我只能点播您一下,您别靠我,要靠你

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