N-benzyl-2-(2-cyclohexenyl)aniline | 848073-67-6

• 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: N-benzyl-2-(2-cyclohexenyl)aniline
• 英文别名: N-benzyl-2-cyclohex-2-en-1-ylaniline
• CAS: 848073-67-6
• 化学式: C₁₉H₂₁N
• 分子量: 263.382
• InChiKey: XGCQUBABVDHFCI-UHFFFAOYSA-N

物化性质

• 沸点：
  394.5±31.0 °C(Predicted)
• 密度：
  1.079±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  5.4
• 重原子数：
  20
• 可旋转键数：
  4
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.26
• 拓扑面积：
  12
• 氢给体数：
  1
• 氢受体数：
  1

反应信息

• 作为反应物：
  描述：

  N-benzyl-2-(2-cyclohexenyl)aniline 在 碘 、 碳酸氢钠 作用下， 以 四氯化碳 为溶剂， 以90%的产率得到N-benzyl-1-iodo-1,2,3,4,4a,9a-hexahydrocarbazole
  参考文献：
  名称：

  Reactions of N- and C-Alkenylanilines: V. Synthesis of Iodo-Substituted Heterocycles from o-Cycloalkenylanilines and Their Transformations

  摘要：

  Iodination of N-isopropyl- and N-benzyl-2-(2-cyclohexenyl)anilines gave the corresponding 1-iodohexahydrocarbazoles which underwent quantitative isomerization into 3-iodo-2,4-propano-1,2,3,4-tetrahydroquinolines. Nucleophilic substitution in 1-iodohexahydrocarbazoles and 3-iodo-2,4-propano-1,2,3,3a,4,8b-hexahydrocyclopenta[b]indole was studied. N-Allylation of the latter via reaction with allyl bromide is accompanied by replacement of the iodine atom by bromine.

  DOI：

  10.1023/b:rujo.0000045190.75301.70
• 作为产物：
  描述：

  2-环己-2-烯-1-基苯胺 、 溴甲苯 在 碳酸氢钠 作用下， 反应 24.0h， 以70%的产率得到N-benzyl-2-(2-cyclohexenyl)aniline
  参考文献：
  名称：

  Reactions of N- and C-Alkenylanilines: V. Synthesis of Iodo-Substituted Heterocycles from o-Cycloalkenylanilines and Their Transformations

  摘要：

  Iodination of N-isopropyl- and N-benzyl-2-(2-cyclohexenyl)anilines gave the corresponding 1-iodohexahydrocarbazoles which underwent quantitative isomerization into 3-iodo-2,4-propano-1,2,3,4-tetrahydroquinolines. Nucleophilic substitution in 1-iodohexahydrocarbazoles and 3-iodo-2,4-propano-1,2,3,3a,4,8b-hexahydrocyclopenta[b]indole was studied. N-Allylation of the latter via reaction with allyl bromide is accompanied by replacement of the iodine atom by bromine.

  DOI：

  10.1023/b:rujo.0000045190.75301.70

文献信息

• Reactions of N- and C-Alkenylanilines: V. Synthesis of Iodo-Substituted Heterocycles from o-Cycloalkenylanilines and Their Transformations
  作者：R. R. Gataullin、F. F. Minnigulov、L. V. Spirikhin、I. B. Abdrakhmanov

  DOI：10.1023/b:rujo.0000045190.75301.70

  日期：2004.7

  Iodination of N-isopropyl- and N-benzyl-2-(2-cyclohexenyl)anilines gave the corresponding 1-iodohexahydrocarbazoles which underwent quantitative isomerization into 3-iodo-2,4-propano-1,2,3,4-tetrahydroquinolines. Nucleophilic substitution in 1-iodohexahydrocarbazoles and 3-iodo-2,4-propano-1,2,3,3a,4,8b-hexahydrocyclopenta[b]indole was studied. N-Allylation of the latter via reaction with allyl bromide is accompanied by replacement of the iodine atom by bromine.