N-(2,3,4-trimethoxybenzyl)aniline | 355396-89-3

• 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-(2,3,4-trimethoxybenzyl)aniline
• 英文别名: N-[(2,3,4-trimethoxyphenyl)methyl]aniline
• CAS: 355396-89-3
• 化学式: C₁₆H₁₉NO₃
• mdl: MFCD02040867
• 分子量: 273.332
• InChiKey: ITQURMKDNRAVJI-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3.3
• 重原子数：
  20
• 可旋转键数：
  6
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.25
• 拓扑面积：
  39.7
• 氢给体数：
  1
• 氢受体数：
  4

反应信息

• 作为产物：
  描述：

  N-苯基-1-(2,3,4-三甲氧基苯基)甲亚胺 在 sodium tetrahydroborate 作用下， 以 乙醇 为溶剂， 生成 N-(2,3,4-trimethoxybenzyl)aniline
  参考文献：
  名称：

  Sulfonic acid supported on hydroxyapatite-encapsulated-γ-Fe2O3 nanocrystallites as a magnetically separable catalyst for one-pot reductive amination of carbonyl compounds

  摘要：

  开发了一种新的环境友好型方法，通过室温下在一锅法反应中使用硼氢化钠还原胺化羰基化合物，结合磁性可回收的磺酸基团负载于羟基磷灰石包覆的γ-Fe2O3（γ-Fe2O3@HAP-SO3H）来制备二级或三级胺。催化剂可通过外加磁场轻松从反应混合物中分离，并可重复使用六次而不会显著降低催化活性。

  DOI：

  10.1039/c1gc15470b

文献信息

• Reusable Co-nanoparticles for general and selective <i>N</i>-alkylation of amines and ammonia with alcohols
  作者：Zhuang Ma、Bei Zhou、Xinmin Li、Ravishankar G. Kadam、Manoj B. Gawande、Martin Petr、Radek Zbořil、Matthias Beller、Rajenahally V. Jagadeesh

  DOI：10.1039/d1sc05913k

  日期：——

  A general cobalt-catalyzed N-alkylation of amines with alcohols by borrowing hydrogen methodology to prepare different kinds of amines is reported. The optimal catalyst for this transformation is prepared by pyrolysis of a specific templated material, which is generated in situ by mixing cobalt salts, nitrogen ligands and colloidal silica, and subsequent removal of silica. Applying this novel Co-nanoparticle-based

  报道了一种通用的钴催化胺与醇的N-烷基化反应，利用氢方法制备不同种类的胺。这种转化的最佳催化剂是通过热解特定的模板材料来制备的，该模板材料是通过混合钴盐、氮配体和胶态二氧化硅原位生成的，然后去除二氧化硅。应用这种新型Co纳米粒子基材料，>100伯胺、仲胺和叔胺（包括N-甲胺）和选定的药物分子可以从廉价且容易获得的醇和胺或氨开始方便地制备。
• Synthesis of substituted amines and isoindolinones: catalytic reductive amination using abundantly available AlCl3/PMHS
  作者：Vishal Kumar、Sushila Sharma、Upendra Sharma、Bikram Singh、Neeraj Kumar

  DOI：10.1039/c2gc36305d

  日期：——

  AlCl3 has been employed for highly chemoselective reductive amination of carbonyl compounds in ethanol using polymethylhydrosiloxane as an inexpensive, stable and safe reducing agent without an inert atmosphere. A large range of functional groups such as nitro, carboxylic acid, acetyl, nitrile, halogen, methoxy, alkene and heterocycles were well tolerated. AlCl3 also catalyzed tandem amination–amidation

  AlCl 3已用于使用聚甲基氢硅氧烷作为廉价，稳定和安全的还原剂，在无惰性气氛的情况下对乙醇中的羰基化合物进行高度化学选择性的还原胺化反应。很好地耐受了各种官能团，例如硝基，羧酸，乙酰基，腈，卤素，甲氧基，烯烃和杂环。AlCl 3还催化2-羧基苯甲醛与不同的胺进行串联胺化-酰胺化反应，得到N-取代的异吲哚满酮。该催化剂可以循环至少三遍，而对活性和选择性没有任何明显的影响。
• Sulfonic acid supported on hydroxyapatite-encapsulated-γ-Fe2O3 nanocrystallites as a magnetically separable catalyst for one-pot reductive amination of carbonyl compounds
  作者：Jia Deng、Li-Ping Mo、Fei-Yang Zhao、Lan-Lan Hou、Li Yang、Zhan-Hui Zhang

  DOI：10.1039/c1gc15470b

  日期：——

  A novel, environmentally friendly procedure has been developed for the preparation of secondary or tertiary amines by one-pot reductive amination of carbonyl compounds using sodium borohydride in the presence of a magnetically recoverable sulfonic acid supported on hydroxyapatite-encapsulated-γ-Fe2O3 [γ-Fe2O3@HAP-SO3H] at room temperature. The catalyst was easily separated from the reaction mixture by applying an external magnet and reused for six cycles without significant loss of catalytic activity.

  开发了一种新的环境友好型方法，通过室温下在一锅法反应中使用硼氢化钠还原胺化羰基化合物，结合磁性可回收的磺酸基团负载于羟基磷灰石包覆的γ-Fe2O3（γ-Fe2O3@HAP-SO3H）来制备二级或三级胺。催化剂可通过外加磁场轻松从反应混合物中分离，并可重复使用六次而不会显著降低催化活性。