N-十二烷基-4-甲氧基苯胺 | 54574-77-5

• 分子结构分类: 有机化合物 - 苯类化合物 - 苯酚醚
• 中文名称: N-十二烷基-4-甲氧基苯胺
• 英文名称: N-dodecyl-4-methoxybenzenamine
• 英文别名: N-dodecyl-4-methoxyaniline；N-dodecyl-p-anisidine；N-dodecyl-p-anisidine；N-Dodecyl-p-anisidin；Benzenamine, N-dodecyl-4-methoxy-
• CAS: 54574-77-5
• 化学式: C₁₉H₃₃NO
• 分子量: 291.477
• InChiKey: AXAMHIUOWQEHEL-UHFFFAOYSA-N

物化性质

• 熔点：
  36 °C
• 沸点：
  408.2±28.0 °C(Predicted)
• 密度：
  0.926±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  7.5
• 重原子数：
  21
• 可旋转键数：
  13
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.68
• 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：

  甲氧苯胺 在 氢氧化钾 、 air 、 4 A molecular sieve 、 对甲苯磺酸 作用下， 以 四氢呋喃 、 乙醇 、 苯 为溶剂， 生成 N-十二烷基-4-甲氧基苯胺
  参考文献：
  名称：

  Electrophilic amination with iminomalonate

  摘要：

  Diethyl N-anisyliminomalonate has been found to be an excellent electrophilic amination reagent for Grignard reagents to give N-alkylated products in good yields, and subsequent air oxidation affords N-alkylanisidines. (C) 2001 Elsevier Science Ltd. All rights reserved.

  DOI：

  10.1016/s0040-4039(01)01022-x

文献信息

• Unexpected selectivity in ruthenium-catalyzed hydrosilylation of primary amides: synthesis of secondary amines
  作者：Bin Li、Jean-Baptiste Sortais、Christophe Darcel

  DOI：10.1039/c3cc39149c

  日期：——

  Selective ruthenium-catalyzed reductive coupling of primary amides under hydrosilylation conditions is achieved using an one pot procedure. Using 3 equiv. of phenylsilane and [RuCl2(mesitylene)]2 (1-2 mol%) as the catalyst at 100 degrees C under neat conditions, secondary symmetric amines were obtained in good yields and with high chemoselectivities.

  使用一锅法在氢化硅烷化条件下选择性钌催化伯酰胺的还原还原偶联。使用3当量 在100℃和纯条件下，以苯基硅烷和[RuCl 2（亚甲基三甲苯）] 2（1-2mol％）为催化剂，可以得到高产率和高化学选择性的仲对称胺。
• Carbene adduct of cyclopalladated ferrocenylimine as an efficient catalyst for the amination of aryl chlorides
  作者：Jingya Li、Mengjun Cui、Ajuan Yu、Yangjie Wu

  DOI：10.1016/j.jorganchem.2007.05.022

  日期：2007.8

  A novel air- and moisture-stable carbene adduct of cyclopalladated ferrocenylimine has been synthesized and characterized. The structure of this compound was determined by X-ray crystal structure analysis. This adduct has been applied as an efficient catalyst for the amination of aryl chlorides.

  合成并表征了一种新型的对空气和水分稳定的环palpalated二茂铁亚胺卡宾加合物。通过X射线晶体结构分析确定该化合物的结构。该加合物已被用作胺化芳基氯的有效催化剂。
• Cobalt‐Catalyzed Reductive Alkylation of Amines with Carboxylic Acids
  作者：Balakumar Emayavaramban、Priyanka Chakraborty、Basker Sundararaju

  DOI：10.1002/cssc.201802144

  日期：2019.7.5

  Direct reductive alkylation of amines with carboxylic acid is carried out by using an inexpensive, air‐stable cobalt/triphos catalytic system with molecular hydrogen as the reductant. This efficient synthetic method proceeds through reduction and condensation, followed by reduction of the in situ‐generated imine into the amine in a green catalytic process.

  胺与羧酸的直接还原烷基化反应是通过使用廉价的，空气稳定的钴/三磷催化体系（分子氢为还原剂）进行的。这种有效的合成方法是通过还原和缩合进行的，然后在绿色催化过程中将原位生成的亚胺还原为胺。
• Iminomalonate as a Convenient Electrophilic Amination Reagent for Grignard Reagents
  作者：Yasuki Niwa、Kazuki Takayama、Makoto Shimizu

  DOI：10.1246/bcsj.75.1819

  日期：2002.8

  Diethyl 2-[N-(p-methoxyphenyl)imino]malonate underwent amination reactions with alkyl Grignard reagents to give N-aklylation products in good yields. The obtained N-alkylation products were readily converted into N-alkyl-p-anisidines by the oxidative removal of the malonate moiety. The p-methoxyphenyl group was subsequently deprotected to give primary amines.

  2-[N-(对甲氧基苯基)亚氨基]丙二酸二乙酯与烷基格利雅试剂进行胺化反应，以良好的产率得到N-烷基化产物。通过氧化去除丙二酸酯部分，获得的 N-烷基化产物很容易转化为 N-烷基-对茴香胺。对甲氧基苯基随后脱保护得到伯胺。
• C-N Bond Formation Catalysed by CuI Bonded to Polyaniline Nanofiber
  作者：Racha Arundhathi、Desitti Chaitanya Kumar、Bojja Sreedhar

  DOI：10.1002/ejoc.201000149

  日期：2010.7

  Polyaniline nanofiber as a macroligand for the supported cuprous iodide catalyst (CuI-PANInf) has been developed for the coupling of aryl halides (including aryl chlorides) with aliphatic, aromatic, and N(H)-heterocyclic amines under ambient conditions (80 °C for aryl chlorides) has been developed. This simple and efficient method for coupling reactions is highly versatile, convenient, and also the

  聚苯胺纳米纤维作为负载碘化亚铜催化剂 (CuI-PANInf) 的大配体已被开发用于在环境条件 (80 °C) 下将芳基卤化物（包括芳基氯化物）与脂肪族、芳香族和 N(H)-杂环胺偶联用于芳基氯化物）已被开发。这种简单有效的偶联反应方法通用性强，使用方便，而且催化剂可以多次循环使用，产率从优到优。