N-butyl-5-methoxy-2-methylaniline | 108103-66-8

• 分子结构分类: 有机化合物 - 苯类化合物 - 苯酚醚
• 英文名称: N-butyl-5-methoxy-2-methylaniline
• CAS: 108103-66-8
• 化学式: C₁₂H₁₉NO
• 分子量: 193.289
• InChiKey: DHCJKIMTOQSFPI-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3.5
• 重原子数：
  14
• 可旋转键数：
  5
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.5
• 拓扑面积：
  21.3
• 氢给体数：
  1
• 氢受体数：
  2

反应信息

• 作为产物：
  描述：

  3-溴-4-甲氧基甲苯 、 正丁胺 在 sodium amide 作用下， 生成 N-butyl-5-methoxy-2-methylaniline
  参考文献：
  名称：

  The reaction of various methoxy-substituted haloarenes with amines and nitriles under aryne-forming conditions

  摘要：

  DOI：

  10.1021/jo00388a058

文献信息

• General Method for the Amination of Aryl Halides with Primary and Secondary Alkyl Amines via Nickel Photocatalysis
  作者：Geyang Song、Ding-Zhan Nong、Jing-Sheng Li、Gang Li、Wei Zhang、Rui Cao、Chao Wang、Jianliang Xiao、Dong Xue

  DOI：10.1021/acs.joc.2c01284

  日期：2022.8.5

  the coupling of electron-rich and electron-poor aryl halides with both primary and secondary alkyl amines. In this study, it is reported that a Ni(II)-bipyridine complex catalyzes efficient C–N coupling of aryl chlorides and bromides with various primary and secondary alkyl amines under direct excitation with light. Intramolecular C–N coupling is also demonstrated. The feasibility and applicability of

  Buchwald-Hartwig C-N 偶联反应被列为药物化学中最常用的 20 种反应之一。Ni基催化剂催化的C-N偶联反应由于其成本远低于钯，并且对反应性较低的芳基氯化物具有更高的反应性，因此受到了广泛关注。然而，到目前为止，似乎还没有通用的、实用的镍催化体系能够使富电子和贫电子芳基卤化物与伯烷基胺和仲烷基胺偶联。在本研究中，据报道，Ni(II)-联吡啶配合物在光的直接激发下催化芳基氯化物和溴化物与各种伯和仲烷基胺的有效 C-N 偶联。还证明了分子内 C-N 耦合。
• Can Palladium Acetate Lose Its “Saltiness”? Catalytic Activities of the Impurities in Palladium Acetate
  作者：William A. Carole、Jonathan Bradley、Misbah Sarwar、Thomas J. Colacot

  DOI：10.1021/acs.orglett.5b02835

  日期：2015.11.6

  Commercially available palladium acetate often contains two major impurities, whose presence can impact the overall catalytic efficacy. This systematic study provides a comparison of the differences in catalytic activity of pure palladium acetate, Pd-3(OAc)(6), with the two impurities: Pd-3(OAc)(6)(NO2) and polymeric [Pd(OAc)(2)](n) in a variety of cross-coupling reactions. The solid state C-13 NMR spectra of all three compounds in conjunction with DFT calculations confirm their reported geometries.
• RAZZUK A.; BIEHL E., J. ORG. CHEM., 52,(1987) N 12, 2619-2622
  作者：RAZZUK A.、 BIEHL E.

  DOI：——

  日期：——
• The reaction of various methoxy-substituted haloarenes with amines and nitriles under aryne-forming conditions
  作者：Aziz Razzuk、Edward R. Biehl

  DOI：10.1021/jo00388a058

  日期：1987.6