1-(4-bromophenylamino)-3-phenoxypropan-2-ol

• 分子结构分类: 有机化合物 - 苯类化合物 - 苯酚醚
• 英文名称: 1-(4-bromophenylamino)-3-phenoxypropan-2-ol
• 英文别名: 1-(4-Bromoanilino)-3-phenoxypropan-2-ol
• 化学式: C₁₅H₁₆BrNO₂
• 分子量: 322.202
• InChiKey: VBPHHWHRBZOXNL-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3.6
• 重原子数：
  19
• 可旋转键数：
  6
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.2
• 拓扑面积：
  41.5
• 氢给体数：
  2
• 氢受体数：
  3

反应信息

• 作为产物：
  描述：

  苯基缩水甘油醚 、 4-溴苯胺 在 bismuth(lll) trifluoromethanesulfonate 作用下， 以 乙腈 为溶剂， 反应 1.0h， 以90%的产率得到1-(4-bromophenylamino)-3-phenoxypropan-2-ol
  参考文献：
  名称：

  Bismuth(III) trifluoromethanesulfonate and trifluoroacetate as convenient and efficient catalysts for regio- and chemoselective ring opening of epoxides in reactions with anilines

  摘要：

  三氟甲磺酸铋（III）和三氟乙酸铋是环氧化物与取代苯胺反应中环氧乙烷开环的高效实用催化剂。这些反应的特点是化学选择性高，产物收率高甚至极高。

  DOI：

  10.1007/s11178-005-0016-2

文献信息

• Zr(DS)₄ as an Efficient Catalyst for the Aminolysis of Epoxides in Water
  作者：Francesco Fringuelli、Luigi Vaccaro、Simona Bonollo、Ferdinando Pizzo

  DOI：10.1055/s-2007-991075

  日期：——

  Zirconium dodecyl sulfate [Zr(DS) 4 ] is an efficient catalyst for the aminolysis of epoxides in water at pH 5.0. Epoxides and anilines were used and the corresponding β-amino alcohols were isolated in generally high regioselectivity and excellent yields.

  十二烷基硫酸锆 [Zr(DS) 4 ] 是一种有效的催化剂，用于在 pH 5.0 的水中氨解环氧化物。使用环氧化物和苯胺，并以通常高的区域选择性和优异的产率分离出相应的 β-氨基醇。
• 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。
• Silica Chloride Nano Particle Catalyzed Ring Opening of Epoxides by Aromatic Amines
  作者：Ramin Karimian、Farideh Piri、Babak Karimi、Moghimi Abolghasem

  DOI：10.1002/cjoc.201190195

  日期：2011.5

  Silica chloride nano particle (nano SiO2‐Cl), has been found to be heterogeneous catalyst for facile, simple and mild ring opening of epoxides with aromatic amines to afford β‐amino alcohols in dry CH2Cl2 at room temperature.

  已发现，氯化硅纳米颗粒（纳米SiO 2‐ Cl）是环氧化物与芳族胺的简便，简单和温和的开环反应，可在室温下于干CH 2 Cl 2中提供β-氨基醇，是一种非均相催化剂。
• Fe(III) substituted Wells–Dawson type polyoxometalate: An efficient catalyst for ring opening of epoxides with aromatic amines
  作者：N. Aramesh、B. Yadollahi、V. Mirkhani

  DOI：10.1016/j.inoche.2012.11.005

  日期：2013.2

  Abstract Various β -aminoalcohols were prepared by the ring opening reaction of epoxides with aromatic amines in the presence of Fe(III) substituted Wells–Dawson type polyoxometalate, α 2 -[(n-C 4 H 9 ) 4 N] 7 P 2 W 17 FeO 61 ·3H 2 O, as an efficient catalyst. The reaction was performed under neutral condition at room temperature and afforded the corresponding products in high to excellent yields.

  摘要 在 Fe(III) 取代的 Wells-Dawson 型多金属氧酸盐 α 2 -[(nC 4 H 9 ) 4 N] 7 P 2 W 17 存在下，通过环氧化物与芳香胺的开环反应制备了各种 β-氨基醇。 FeO 61 ·3H 2 O，作为一种高效的催化剂。该反应在室温下中性条件下进行，并以高产率至极好的收率提供相应的产物。