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【请教】有用过DBU的吗?

作者 avahang1
来源: 小木虫 350 7 举报帖子
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要做个酰氯与苯乙酮的反应,用DBU做碱,吡啶做溶剂。请问做过此类反应的同学们,这个反应有哪些要注意的呢?比如,吡啶要无水处理吗?DBU使用的时候要注意些什么?
请做过的虫虫多多指教!

继续请教用DBU做过二酮的虫虫。
我看到的参考文献是苯甲酰氯与邻羟基苯乙酮反应生成二酮,我用邻溴苯丙酰氯于苯乙酮反应,却发现两者几乎不反应,这是怎么回事啊?反应用的吡啶是蒸过的,反应过程中也注意无水无氧,其中反应用的DBU是化工厂购得的,难道DBU容易变质?

[ Last edited by avahang1 on 2009-9-13 at 19:29 ] 返回小木虫查看更多

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  • 精华评论
  • ssqt126

    这个目标产物是啥啊

  • chemfan-wang

    I guess you try to synthesize b-diketone. anyway, the reaction need to be anhydrous. So you need dry pyridine, and run the reaction under N2 or Ar.
    DBU is just a sterically hinder tertiary amine, It function as a base, while at the same time, is not a good nucleophile. Get a higher grade of this reagent.

  • 人善天不欺

    It is better to be anhydrous.DBU,as a strong base, can be usede in many reactions,such as the elimination reaction.

  • yzhsh1984

    DBU是先跟酰氯生成季铵盐,再跟酮反应。DBU一般可以作催化剂和base

  • avahang1

    引用回帖:
    Originally posted by ssqt126 at 2009-9-8 23:46:
    这个目标产物是啥啊

    这个目标产物是个一边连着酰氯的取代基,一边连着苯基的beta二酮

  • avahang1

    引用回帖:
    Originally posted by chemfan-wang at 2009-9-9 07:35:
    I guess you try to synthesize b-diketone. anyway, the reaction need to be anhydrous. So you need dry pyridine, and run the reaction under N2 or Ar.
    DBU is just a sterically hinder tertiary amine,  ...

    是啊是啊,我就是要做二酮来着,那这个反应的后处理要怎么弄呢?如何除掉多余的吡啶和DBU呢

  • avahang1

    引用回帖:
    Originally posted by yzhsh1984 at 2009-9-9 08:41:
    DBU是先跟酰氯生成季铵盐,再跟酮反应。DBU一般可以作催化剂和base

    咦,我看文献上是往酮的吡啶溶液里加酰氯,然后在加DBU的。不过个人觉得应该先让DBU和苯乙酮搅拌后再加酰氯比较合适

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