benzyl-(4-[1,3]dioxolan-2-yl-phenyl)-methylamine

• 分子结构分类: 有机化合物 - 苯类化合物 - 苯和取代衍生物
• 英文名称: benzyl-(4-[1,3]dioxolan-2-yl-phenyl)-methylamine
• 英文别名: N-benzyl-4-(1,3-dioxolan-2-yl)-N-methylaniline
• 化学式: C₁₇H₁₉NO₂
• 分子量: 269.343
• InChiKey: DAMSBCZSKHPTAL-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3.6
• 重原子数：
  20
• 可旋转键数：
  4
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.29
• 拓扑面积：
  21.7
• 氢给体数：
  0
• 氢受体数：
  3

反应信息

• 作为产物：
  描述：

  2-(4-氯苯基)-1,3-二氧戊环 、 N-甲基苄胺 在 bis(acetylacetonate)nickel(II) polymethylhydrosiloxane 、 sodium t-butanolate 作用下， 以 乙二醇二甲醚 、 甲苯 为溶剂， 反应 18.0h， 以71%的产率得到benzyl-(4-[1,3]dioxolan-2-yl-phenyl)-methylamine
  参考文献：
  名称：

  An Efficient Silane-Promoted Nickel-Catalyzed Amination of Aryl and Heteroaryl Chlorides

  摘要：

  A new silane-promoted nickel-catalyzed amination of aryl chlorides with 0.5 mol % of Ni(acac)2, 1 mol% of 3,5,6,8-tetrabromo-1, 10-phenanthroline, and polymethythydrosiloxane was developed. A broad range of aryl and heteroaryl chlorides can be coupled with secondary amines and anilines to give the desired (het)arylamines in good to excellent yields. The reaction is sensitive to the nature and amount of the silane promoter.

  DOI：

  10.1021/jo702219f

文献信息

• An Efficient Silane-Promoted Nickel-Catalyzed Amination of Aryl and Heteroaryl Chlorides
  作者：Georg Manolikakes、Andrei Gavryushin、Paul Knochel

  DOI：10.1021/jo702219f

  日期：2008.2.1

  A new silane-promoted nickel-catalyzed amination of aryl chlorides with 0.5 mol % of Ni(acac)2, 1 mol% of 3,5,6,8-tetrabromo-1, 10-phenanthroline, and polymethythydrosiloxane was developed. A broad range of aryl and heteroaryl chlorides can be coupled with secondary amines and anilines to give the desired (het)arylamines in good to excellent yields. The reaction is sensitive to the nature and amount of the silane promoter.