2-anilinobutan-1-ol

• 分子结构分类: 有机化合物 - 有机氮化合物
• 英文名称: 2-anilinobutan-1-ol
• 英文别名: 2-phenylamino-1-butanol；2-(phenylamino)butan-1-ol
• 化学式: C₁₀H₁₅NO
• 分子量: 165.235
• InChiKey: FGMZLSIURNPYDT-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  2.2
• 重原子数：
  12
• 可旋转键数：
  4
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.4
• 拓扑面积：
  32.3
• 氢给体数：
  2
• 氢受体数：
  2

反应信息

• 作为产物：
  描述：

  2-氨基-1-丁醇 、 溴苯 在 copper(l) chloride 、 potassium hydroxide 作用下， 反应 8.0h， 以42%的产率得到2-anilinobutan-1-ol
  参考文献：
  名称：

  Solvent-free copper-catalyzed N-arylation of amino alcohols and diamines with aryl halides

  摘要：

  A simple and mild method for the coupling of aryl halides with amino alcohols and diamines is described. The reactions can be performed under ligand-free and solvent-free conditions, and generate the products in good yield. (C) 2012 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.tetlet.2011.12.130

文献信息

• A magnetic nanoparticle-catalyzed regioselectivering opening of epoxides by aromatic amines
  作者：Najmedin Azizi、Parisa Kamrani、Mostafa Saadat

  DOI：10.1002/aoc.3450

  日期：2016.6

  Sulfonic acid‐functionalized silica‐coated magnetic Fe3O4 nanoparticles were synthesized and applied as a green catalyst for an efficient and environmentally friendly ring opening of epoxides with aromatic amines in good to excellent yields with high chemoselectivity. Clean aminolysis of various aliphatic and aromatic epoxides in ethanol generates β‐hydroxyamines under mild reaction conditions. The

  合成了磺酸官能化的二氧化硅包覆的磁性Fe 3 O 4纳米颗粒，并将其用作绿色催化剂，可高效且环保地与芳族胺进行环氧化物的开环，具有良好的产率和优异的化学选择性。在温和的反应条件下，乙醇中各种脂肪族和芳香族环氧化物的干净氨解会生成β-羟胺。使用简单的外部磁体回收了合成的酸性磁性纳米颗粒，并成功地重复使用了五次，而没有任何明显的催化活性损失。版权所有©2016 John Wiley＆Sons，Ltd.
• Highly efficient ring opening reactions of epoxides with deactivated aromatic amines catalyzed by heteropoly acids in water
  作者：Najmedin Azizi、Mohammad R. Saidi

  DOI：10.1016/j.tet.2006.11.045

  日期：2007.1

  Heteropoly acid was found to be an effective and efficient catalyst for the ring opening reaction of epoxides with various aromatic amines to produce the corresponding β-amino alcohols in moderate to excellent yields in water. This method provides a new and efficient protocol in terms of mild reaction conditions, clean reaction profiles, small quantity of catalyst, and simple work-up procedure.

  发现杂多酸是环氧化物与各种芳族胺的开环反应以在水中以中等至优异的产率产生相应的β-氨基醇的有效和高效的催化剂。该方法在温和的反应条件，清洁的反应曲线，少量的催化剂和简单的后处理方面提供了一种新的有效方案。
• Graphite oxide catalyzed synthesis of $\beta $-amino alcohols by ring-opening of epoxides
  作者：Maryam MIRZA-AGHAYAN、Farzaneh ALVANDI、Mahdieh MOLAEE TAVANA、Rabah BOUKHERROUB

  DOI：10.3906/kim-1604-45

  日期：——

  Graphite oxide as a heterogeneous and recyclable solid acid catalyzed a simple and efficient method for the synthesis of $\beta $-amino alcohols by ring opening of epoxides with amines. This method is effective with various aromatic and aliphatic amines under solvent-free conditions. The corresponding $\beta $-amino alcohols are obtained in high yields (56%-95%) and short reaction times (15-30 min) with high regio- and chemoselectivity under metal-free conditions.

  石墨烯氧化物作为一种异质且可回收的固体酸，催化了一种简单高效的方法，通过环氧化物与胺的开环反应合成$\beta$-氨基醇。该方法在无溶剂条件下，对各种芳香族和脂肪族胺均有效。在无金属条件下，所得$\beta$-氨基醇的产率高（56%-95%），反应时间短（15-30分钟），且具有高区域选择性和化学选择性。
• Catalyst-free regioselective ring opening of epoxides with aromatic amines in water and solvent-free conditions
  作者：A. Ziyaei-Halimehjani、H. Gholami、M. R. Saidi

  DOI：10.1007/s13738-012-0122-3

  日期：2013.2

  Without using any catalysts, a variety of epoxides undergo ring-opening by aromatic amines to afford the corresponding 1,2-amino alcohols in high to excellent yields with good regioselectivity in the presence of water as solvent and under solvent-free conditions.

  在不使用任何催化剂的情况下，多种环氧化物在芳香族胺的存在下和在无溶剂的条件下以高至优异的产率以高的区域选择性得到芳香族胺的开环，从而得到相应的1,2-氨基醇。
• Decomplexation of (η-arene)(η-cyciopentadienyl)iron(<scp>II</scp>) hexafluorophosphates: a convenient one-pot arylation procedure
  作者：Richard A. Brown、Sharon I. S. Fernando、Roger M. G. Roberts

  DOI：10.1039/p19940000197

  日期：——

  light sensitive. Bipyridine gave much lower yields. Potassium tert-butoxide in pyridine or DMSO was found to be an excellent demetallating agent even with sterically crowded complexes. A one-pot arylation procedure was developed and extended to include a number of important heterocyclic derivatives. The mechanism of these decomplexation reactions is briefly addressed.

  在[[η-芳烃基] [η-环戊二烯基] Fe] [PF 6 ]盐的脱金属中，研究了多种解络剂的相对优点。当使用简单的芳烃配合物时，1，8-菲咯啉可提供良好的游离配体产率，但不会对空间上受阻的物种进行脱金属。发现该反应对光敏感。联吡啶的产率要低得多。钾叔丁醇在吡啶中或DMSO被发现是即使在空间上拥挤的络合物优异的去金属试剂。一锅芳基化程序已开发并扩展为包括许多重要的杂环衍生物。这些分解反应的机理被简单地解决。