Dimethyl-[4-(1,2,3,4-tetrahydro-isoquinolin-1-yl)-phenyl]-amine | 142387-82-4

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 四氢异喹啉
• 英文名称: Dimethyl-[4-(1,2,3,4-tetrahydro-isoquinolin-1-yl)-phenyl]-amine
• 英文别名: N,N-dimethyl-4-(1,2,3,4-tetrahydroisoquinolin-1-yl)aniline
• CAS: 142387-82-4
• 化学式: C₁₇H₂₀N₂
• 分子量: 252.359
• InChiKey: NMOKOFJORDPSPB-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3.1
• 重原子数：
  19
• 可旋转键数：
  2
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.29
• 拓扑面积：
  15.3
• 氢给体数：
  1
• 氢受体数：
  2

反应信息

• 作为产物：
  描述：

  2-苯乙胺 、 对二甲氨基苯甲醛 在 Ersorb-4a 作用下， 以 乙醇 为溶剂， 反应 20.0h， 以98%的产率得到Dimethyl-[4-(1,2,3,4-tetrahydro-isoquinolin-1-yl)-phenyl]-amine
  参考文献：
  名称：

  One-step preparation of 1-substituted tetrahydroisoquinolines via the Pictet–Spengler reaction using zeolite catalysts

  摘要：

  A new, environmentally friendly variation of the Pictet-Spengler reaction has been elaborated using a small pore size zeolite. The easily separable and recyclable catalyst provided high conversions and a shorter reaction time than the classical acetic acid or trifluoroacetic acid. (C) 2004 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.tetlet.2004.09.097

文献信息

• Rate constants for aryl radical cyclization to aldimines: synthesis of tetrahydroisoquinolines by fast 6-endo closures to carbon
  作者：Mirosḱlaw J. Tomaszewski、John Warkentin

  DOI：10.1016/0040-4039(92)88156-y

  日期：1992.4

  Aryl radicals cyclize to an imino functional group in a competition involving 6-endo closure to C and 5-exo closure to N. There is a large 6-endo preference forming tetrahydroisoquinolinyl radicals with k6-endo (80-degrees-C) > 10(8)s-1.
• One-step preparation of 1-substituted tetrahydroisoquinolines via the Pictet–Spengler reaction using zeolite catalysts
  作者：Adrienn Hegedüs、Zoltán Hell

  DOI：10.1016/j.tetlet.2004.09.097

  日期：2004.11

  A new, environmentally friendly variation of the Pictet-Spengler reaction has been elaborated using a small pore size zeolite. The easily separable and recyclable catalyst provided high conversions and a shorter reaction time than the classical acetic acid or trifluoroacetic acid. (C) 2004 Elsevier Ltd. All rights reserved.