diphenyl-1-propenylamine | 57131-82-5

• 分子结构分类: 有机化合物 - 有机氮化合物
• 英文名称: diphenyl-1-propenylamine
• 英文别名: N-phenyl-N-prop-1-enylaniline
• CAS: 57131-82-5
• 化学式: C₁₅H₁₅N
• 分子量: 209.291
• InChiKey: UTHJIQQHQKJNTF-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  4.6
• 重原子数：
  16
• 可旋转键数：
  3
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.07
• 拓扑面积：
  3.2
• 氢给体数：
  0
• 氢受体数：
  1

反应信息

• 作为产物：
  描述：

  N-烯丙基-N-苯基苯胺 在 lithium diisopropyl amide 作用下， 以 四氢呋喃 为溶剂， 反应 2.0h， 以96%的产率得到diphenyl-1-propenylamine
  参考文献：
  名称：

  Functionalized organolithium reagents. 9. Lithiation and isomerization of allylic amines as a general route to enamines and their carbonyl derivatives

  摘要：

  [3-(Diphenylamino)-2-propenyl]lithium, readily prepared by the lithiation of allyldiphenylamine with n-butyllithium in THF, undergoes alkylation either with organic halides or with carbonyl or azomethine derivatives to yield enamines, which can be converted by protons or other electrophiles into aldehydes or into five-membered heterocycles; lithiation of such allyldiarylamines with other reagents leads principally to isomerization to enamines (with lithium diisopropylamide) or to carbenoid intermediates (tert-butyllithium and potassium tert-butoxide).

  DOI：

  10.1021/jo00009a005

文献信息

• Functionalized organolithium reagents. 9. Lithiation and isomerization of allylic amines as a general route to enamines and their carbonyl derivatives
  作者：John J. Eisch、Jamshed H. Shah

  DOI：10.1021/jo00009a005

  日期：1991.4

  [3-(Diphenylamino)-2-propenyl]lithium, readily prepared by the lithiation of allyldiphenylamine with n-butyllithium in THF, undergoes alkylation either with organic halides or with carbonyl or azomethine derivatives to yield enamines, which can be converted by protons or other electrophiles into aldehydes or into five-membered heterocycles; lithiation of such allyldiarylamines with other reagents leads principally to isomerization to enamines (with lithium diisopropylamide) or to carbenoid intermediates (tert-butyllithium and potassium tert-butoxide).