N-苯乙基-n-苯胺 | 1739-00-0

• 分子结构分类: 有机化合物 - 苯类化合物 - 苯和取代衍生物
• 中文名称: N-苯乙基-n-苯胺
• 英文名称: (N-phenyl)phenylethylamine
• 英文别名: N-phenethylaniline；N-(2-phenylethyl)aniline；N-phenylphenethylamine；phenethyl(phenyl)amine；N-phenylethylaniline；N-(2-phenethyl)aniline；Benzeneethanamine, N-phenyl-
• CAS: 1739-00-0
• 化学式: C₁₄H₁₅N
• mdl: MFCD00043990
• 分子量: 197.28
• InChiKey: REUFZACIJMPYOK-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3.9
• 重原子数：
  15
• 可旋转键数：
  4
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.142
• 拓扑面积：
  12
• 氢给体数：
  1
• 氢受体数：
  1

安全信息

• 海关编码：
  2921420090

反应信息

• 作为反应物：
  描述：

  N-苯乙基-n-苯胺 在 三氯化铝 、 丙酮 作用下， 生成 1-phenethyl-indolin-2-one
  参考文献：
  名称：

  Keimatsu; Sugasawa; Lee, Yakugaku Zasshi/Journal of the Pharmaceutical Society of Japan, 1937, vol. 57, p. 294,296;engl.Ref.S.66

  摘要：

  DOI：
• 作为产物：
  描述：

  1,2-二苯肼 在 lithium aluminium tetrahydride 作用下， 以 吡啶 、 乙醚 、 二丁醚 为溶剂， 生成 N-苯乙基-n-苯胺
  参考文献：
  名称：

  Berg-Nielsen,K.; Bernatek,E., Acta Chemica Scandinavica (1947), 1972, vol. 26, p. 4130 - 4136

  摘要：

  DOI：

文献信息

• Direct One‐Pot Reductive N‐Alkylation of Nitroarenes by using Alcohols with Supported Gold Catalysts
  作者：Chun‐Hong Tang、Lin He、Yong‐Mei Liu、Yong Cao、He‐Yong He、Kang‐Nian Fan

  DOI：10.1002/chem.201100393

  日期：2011.6.20

  Gold standard support! The direct reductive mono‐ or di‐N‐alkylation of aromatic nitro compounds with alcohols, using a hydrogen‐borrowing strategy, was efficiently promoted by a ligand‐free titania‐supported gold catalyst system (see scheme). A variety of nitroarenes were selectively converted into the corresponding secondary or tertiary amines in good to excellent yields without any co‐catalysts

  黄金标准支持！不含氢的二氧化钛负载的金催化剂体系有效地促进了使用氢借用策略使芳香族硝基化合物与醇直接还原成单-或二-N-烷基化反应（参见方案）。在不使用任何助催化剂（例如碱和稳定配体）的情况下，可以将各种硝基芳烃以良好的优良性能选择性地转化为相应的仲胺或叔胺。
• Green synthesis and catalytic properties of palladium nanoparticles for the direct reductive amination of aldehydes and hydrogenation of unsaturated ketones
  作者：Mahmoud Nasrollahzadeh

  DOI：10.1039/c4nj01440e

  日期：——

  This paper reports on the synthesis and use of palladium nanoparticles as heterogeneous catalysts for the reductive amination of aldehydes and hydrogenation of unsaturated ketones. This method has the advantages of high yields, simple methodology and easy work up. The catalyst can be recovered and reused several times without significant loss of catalytic activity.

  本文报道了钯纳米粒子的合成及其作为非均相催化剂用于醛的还原胺化和不饱和酮加氢的应用。该方法具有收率高，方法简单，后处理容易的优点。催化剂可以回收并重复使用几次，而不会显着降低催化活性。
• Chemoselective Reductive Amination of Aldehydes and Ketones by Dibutylchlorotin Hydride-HMPA Complex
  作者：Toshihiro Suwa、Erika Sugiyama、Ikuya Shibata、Akio Baba

  DOI：10.1055/s-2000-6273

  日期：——

  Reductive amination of various aldehydes and ketones has been performed effectively by pentacoordinate chloro-substituted tin hydride complex, Bu2SnClH-HMPA. The tin reagent worked particularly well for the case using weakly basic aromatic amines as starting substrates. Stoichiometric amounts of a substrate and a reducing agent were adequate for the reaction. The Sn-Cl bond in the complex plays an

  通过五配位氯取代的氢化锡络合物 Bu2SnClH-HMPA 可以有效地进行各种醛和酮的还原胺化。锡试剂在使用弱碱性芳香胺作为起始底物的情况下效果特别好。化学计量量的底物和还原剂足以进行反应。配合物中的 Sn-Cl 键在亚胺形成和随后的还原两个步骤中都起着重要作用。无论起始羰基和胺中的其他官能团如卤素、碳-碳双键和羟基如何，都可以实现羰基的高度化学选择性还原。
• Reductive Amination of Acetals by Anilines in the Presence of Triethylsilane and Iodine
  作者：Xue-Lin Zhang、Pan Yu、Yong-Wei Wu、Qin-Pei Wu、Qing-Shan Zhang

  DOI：10.3184/174751914x13946178288518

  日期：2014.5

  A mild and efficient method for N-alkylation of aromatic amines with various acetals such as aryl, alkyl, cyclic and acyclic acetals was developed. A number of aromatic amines bearing electron-donating or electron-withdrawing substituents were directly alkylated by acetals with excellent yields. The method uses a catalytic amount of I2 and triethylsilane as the hydride source without a metal present

  开发了一种温和有效的方法，用于芳胺与各种缩醛（如芳基、烷基、环状和无环缩醛）的 N-烷基化。许多带有给电子或吸电子取代基的芳香胺被缩醛直接烷基化，收率极好。该方法使用催化量的 I2 和三乙基硅烷作为不存在金属的氢化物源。观察到具有优异化学选择性的单烷基化。
• Tandem Photoredox and Copper-Catalyzed Decarboxylative C(sp³)–N Coupling of Anilines and Imines Using an Organic Photocatalyst
  作者：Guido Barzanò、Runze Mao、Marion Garreau、Jerome Waser、Xile Hu

  DOI：10.1021/acs.orglett.0c01769

  日期：2020.7.17

  An organic photoredox catalyst, 4CzIPN, was used in combination with a copper catalyst, CuCl, to effect decarboxylative C(sp3)–N coupling. The coupling worked with both anilines and imines as nitrogen sources and could be used to prepare a variety of alkyl amines from readily available alkyl carboxylic acids.

  有机光氧化还原催化剂4CzIPN与铜催化剂CuCl结合使用可实现脱羧C（sp 3）-N偶联。该偶合剂与苯胺和亚胺一起作为氮源起作用，并且可以用于从容易获得的烷基羧酸制备各种烷基胺。