N-(4-phenethylalcohol)-4-methylaniline

• 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-(4-phenethylalcohol)-4-methylaniline
• 英文别名: 2-(4-(p-tolylamino)phenyl)ethanol；2-[4-(4-methylanilino)phenyl]ethanol
• 化学式: C₁₅H₁₇NO
• 分子量: 227.306
• InChiKey: UPUIJVCUSRPCDY-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3.4
• 重原子数：
  17
• 可旋转键数：
  4
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.2
• 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：

  在 甲醇 、 sodium tetrahydroborate 、 臭氧 作用下， 反应 1.0h， 以0.077 g的产率得到N-(4-phenethylalcohol)-4-methylaniline
  参考文献：
  名称：

  CN115043755

  摘要：

  公开号：

文献信息

• Polymer-Supported Copper Complex for C−N and C−O Cross-Coupling Reactions with Aryl Boronic Acids
  作者：Gary C. H. Chiang、Thomas Olsson

  DOI：10.1021/ol048943e

  日期：2004.9.1

  [reaction: see text] Immobilization of copper onto modified Wang resin provided a polymer-supported copper catalyst, which is effective in cross-coupling reactions between N- or O-containing substrates and arylboronic acids. The copper catalyst is air stable and can be recycled with minimal loss of activity.

  [反应：见正文]将铜固定在改性的Wang树脂上提供了一种聚合物负载的铜催化剂，该催化剂对含N或O的底物与芳基硼酸之间的交叉偶联反应有效。铜催化剂是空气稳定的，可以在活性损失最小的情况下进行回收。
• Copper-Catalyzed Coupling of Arylboronic Acids and Amines
  作者：Jon C. Antilla、Stephen L. Buchwald

  DOI：10.1021/ol0160396

  日期：2001.6.1

  [GRAPHICS]A general catalytic coupling of arylboronic acids and amines is reported. This room-temperature coupling was realized through the use of catalytic copper(II) acetate, 2,6-lutidine as base, and myristic acid as an additive. Functionalized aniline substrates provided the diarylamine coupling products in good yield (58-91%), A variety of alkylamines were also successfully coupled to give N-alkyl anilines in moderate yield (50-64%).
• N- versus O-Arylation of Aminoalcohols:  Orthogonal Selectivity in Copper-Based Catalysts
  作者：Alexandr Shafir、Phillip A. Lichtor、Stephen L. Buchwald

  DOI：10.1021/ja068926f

  日期：2007.3.1

  Two complementary protocols for copper-catalyzed arylation of aminoalcohols were developed. Selective N-arylation was accomplished at room temperature using 2-isobutyrylcyclohexanone (a beta-diketone) as supporting ligand, while selective O-arylation required the use of 3,4,7,8-tetramethylphenanthroline at 80-110 degrees C. Systematic examination of the reaction scope revealed that high levels of selectivity are achieved for a variety of substrates, provided that nonchelating (or weakly chelating) aminoalcohols are used. The generality of the method was highlighted by the synthesis, in a pairwise fashion, of a number of functionalized N- and O-arylated aminoalcohols.