(Z)-N-(3,3,4,4,5,5,6,6,7,7,8,8,8-tridecafluoro-1-phenyloct-1-en-2-yl)morpholine | 790703-16-1

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 恶嗪烷类
• 英文名称: (Z)-N-(3,3,4,4,5,5,6,6,7,7,8,8,8-tridecafluoro-1-phenyloct-1-en-2-yl)morpholine
• 英文别名: 4-[(Z)-3,3,4,4,5,5,6,6,7,7,8,8,8-tridecafluoro-1-phenyloct-1-en-2-yl]morpholine
• CAS: 790703-16-1
• 化学式: C₁₈H₁₄F₁₃NO
• 分子量: 507.294
• InChiKey: BSTVZHJVTVGGQG-BENRWUELSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  6.3
• 重原子数：
  33
• 可旋转键数：
  7
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.56
• 拓扑面积：
  12.5
• 氢给体数：
  0
• 氢受体数：
  15

反应信息

• 作为反应物：
  描述：

  (Z)-N-(3,3,4,4,5,5,6,6,7,7,8,8,8-tridecafluoro-1-phenyloct-1-en-2-yl)morpholine 在 palladium on activated charcoal 氢气 作用下， 以 四氢呋喃 为溶剂， 20.0 ℃ 、100.0 kPa 条件下， 反应 12.0h， 以95%的产率得到4-(1-Benzyl-2,2,3,3,4,4,5,5,6,6,7,7,7-tridecafluoro-heptyl)-morpholine
  参考文献：
  名称：

  An easy three step synthesis of perfluoroalkylated amphetamines

  摘要：

  A general synthesis of perfluoroalkylated amphetamines is presented. Initially, 1-aryl-1-iodo-2-(perfluoroalkyl)ethylenes are prepared by radical addition of perfluoroalkyl iodides to arylacetylenes. Key step of the reaction sequence is the following dehydroiodination in the presence of n-BuLi to give 1-perfluoroalkyl-2-arylacetylenes in situ, which are reacted with secondary amines to produce perfluoroalkylated enamines in a new one pot procedure. Final hydrogenation yields the desired products in good yields. By using N,N-dibenzylamine or N-benzylamines the corresponding primary and secondary perfluoroalkylated amines are easily available. (C) 2004 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.tetlet.2004.08.080
• 作为产物：
  描述：

  全氟己基碘烷 在 正丁基锂 、 二叔丁基过氧化物 作用下， 以 四氢呋喃 、 甲苯 为溶剂， 反应 36.17h， 生成 (Z)-N-(3,3,4,4,5,5,6,6,7,7,8,8,8-tridecafluoro-1-phenyloct-1-en-2-yl)morpholine
  参考文献：
  名称：

  An easy three step synthesis of perfluoroalkylated amphetamines

  摘要：

  A general synthesis of perfluoroalkylated amphetamines is presented. Initially, 1-aryl-1-iodo-2-(perfluoroalkyl)ethylenes are prepared by radical addition of perfluoroalkyl iodides to arylacetylenes. Key step of the reaction sequence is the following dehydroiodination in the presence of n-BuLi to give 1-perfluoroalkyl-2-arylacetylenes in situ, which are reacted with secondary amines to produce perfluoroalkylated enamines in a new one pot procedure. Final hydrogenation yields the desired products in good yields. By using N,N-dibenzylamine or N-benzylamines the corresponding primary and secondary perfluoroalkylated amines are easily available. (C) 2004 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.tetlet.2004.08.080