1-phenyl-3-(p-tolyl)-3-(p-tolylamino)propan-1-one | 95437-39-1

• 分子结构分类: 有机化合物 - 苯丙烷和聚酮 - 直链 1,3-二芳基丙烷
• 英文名称: 1-phenyl-3-(p-tolyl)-3-(p-tolylamino)propan-1-one
• 英文别名: 3-(p-tolylamino)-1-phenyl-3-p-tolylpropan-1-one；1-Phenyl-3-(p-tolyl)-3-(p-tolylamino) propan-1-one；3-(4-methylanilino)-3-(4-methylphenyl)-1-phenylpropan-1-one
• CAS: 95437-39-1
• 化学式: C₂₃H₂₃NO
• 分子量: 329.442
• InChiKey: JMFLEADBKDTVAR-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  6
• 重原子数：
  25
• 可旋转键数：
  6
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.17
• 拓扑面积：
  29.1
• 氢给体数：
  1
• 氢受体数：
  2

反应信息

• 作为产物：
  描述：

  对甲基苯甲醛 在 alkylphenylsulfonic acid functionalized silica coated magnetic Fe₃O₄ nanoparticle 作用下， 以 乙醇 为溶剂， 反应 4.0h， 生成 1-phenyl-3-(p-tolyl)-3-(p-tolylamino)propan-1-one
  参考文献：
  名称：

  A magnetic solid sulfonic acid modified with hydrophobic regulators: an efficient recyclable heterogeneous catalyst for one-pot aza-Michael-type and Mannich-type reactions of aldehydes, ketones, and amines

  摘要：

  Two convenient green protocols for the synthesis of 3-amino ketones have been developed which involve one-pot aza-Michael-type and Mannich-type reactions of a series of aldehydes, ketones, and amines in the presence of a catalytic amount of the magnetic solid sulfonic acid catalyst, Fe3O4@SiO2@Me&Et-PhSO3H, at room temperature. The catalyst can be reused four times without loss of activity. (C) 2015 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.tetlet.2015.02.088

文献信息

• Highly Efficient Fe(HSO₄)₃-Catalyzed One-Pot Mannich-Type Reactions: Three Component Synthesis of β-amino Carbonyl Compounds
  作者：Hossein Eshghi、Afsaneh Alipour、Saman Damavandi

  DOI：10.1080/15533174.2011.555858

  日期：2011.4.11

  Fe(HSO4)3-catalyzed three-component one-pot Mannich reaction of acetophenone with different aromatic aldehydes and aromatic amines in ethanol at ambient temperature afforded the corresponding -aminocarbonyl compounds in very good to excellent yields. Short reaction time, excellent yield, easy work-up procedure, applicability of using various amines and aldehydes, capability of conversion of ortho-substituted

  在环境温度下，Fe（HSO 4）3催化苯乙酮与不同的芳族醛和芳族胺的三组分一锅曼尼希反应在乙醇中以非常好的产率获得了相应的-氨基羰基化合物。反应时间短，产率高，后处理容易，使用各种胺和醛的适用性，将邻位取代的芳族胺以令人满意的产率转化为相应的曼尼希碱的能力以及最终催化剂的高可重复使用性显示出这项研究。
• Ionic liquid-immobilized proline(s) organocatalyst-catalyzed one-pot multi-component Mannich reaction under solvent-free condition
  作者：M. D. Prabhakara、Barnali Maiti

  DOI：10.1007/s11164-020-04096-w

  日期：2020.4

  Abstract A highly efficient clean and simple methodology has been established for the one-pot Mannich reaction using ionic liquid-immobilized proline(s) organocatalyst under solvent-free conditions. The three components comprising substituted acetophenones, substituted aromatic aldehydes and substituted aromatic amines underwent Mannich reactions in the presence of 7 mol% of ionic liquid-immobilized

  摘要 对于无溶剂条件下使用离子液体固定的脯氨酸有机催化剂的单锅曼尼希反应，已经建立了一种高效，清洁，简便的方法。含有取代的苯乙酮，取代的芳族醛和取代的芳族胺的三种组分在7 mol％离子液体固定的脯氨酸有机催化剂存在下进行曼尼希反应，可在室温下2-3小时内提供β-氨基羰基化合物优异的产量。该方法具有许多优点，例如反应条件温和，反应时间短，催化剂负载率低，多组分方法，无过渡金属和无溶剂合成。 图形摘要
• Choline-based biodegradable ionic liquid catalyst for Mannich-type reaction
  作者：PENG HUAN、HU YULIN、XING RONG、FANG DONG

  DOI：10.1007/s12039-016-1199-5

  日期：2016.12

  A three-component Mannich-type reaction of aromatic aldehydes, ketones, and amines was catalyzed by a novel choline-based acidic ionic liquid. The proposed catalyst was a Lewis-Brønsted dual acid catalyst as well as water-tolerant. The β-amino carbonyl compounds were obtained at room temperature in reasonable to good yields ranging from 63 to 98%. After the reaction, the catalyst could be recycled

  新型胆碱基酸性离子液体催化芳香醛，酮和胺的三组分曼尼希型反应。所提出的催化剂是路易斯-布朗斯台德双酸催化剂以及耐水的。该β -氨基羰基化合物在室温下获得合理的良好的产率范围为63％至98％。反应后，催化剂可以循环使用5次而收率没有明显降低。此外，该催化剂是环境友好的，具有显着的生物降解速率。 新型胆碱基酸性离子液体催化芳香醛，酮和胺的三组分曼尼希型反应。反应在室温下完成，以提供合理至良好的产率。
• Ethane-1,2-Diaminium Hydrogen Sulfate: Recyclable Organocatalyst for One-Pot Synthesis of β-Amino Ketones by a Three-Component Mannich Reaction
  作者：Kiumars Bahrami、Mohammad Mehdi Khodaei、Masoumeh Mohammadi、Nasrin Babajani

  DOI：10.3184/174751914x13939287092503

  日期：2014.4

  found to exhibit high catalytic efficiency towards one-pot Mannich-type reactions of ketones with aromatic aldehydes and aromatic amines in ethanol. This method has the advantages of mild conditions, availability of starting materials, compatibility with a variety of functionalities, and simple work-up procedures. This catalyst also shows good recyclability and reusability.

  合成了 1,2-硫酸氢乙烷并通过 NMR 和元素分析技术对其进行了表征，发现对酮与芳香醛和芳香胺在乙醇中的一锅曼尼希型反应具有较高的催化效率。该方法具有条件温和、原料易得、与多种功能兼容、后处理程序简单等优点。该催化剂还显示出良好的可回收性和可重复使用性。
• Dipyridine Copper Chloride-Catalysed One-Pot Synthesis of (β-amino Carbonyl Compounds via Mannich Reaction
  作者：Janganati Venu Madhav、Pola Someshwar、Vanam Naveen Kumar、Bavanthula Rajitha

  DOI：10.3184/030823408x314446

  日期：2008.4

  CuPy₂Cl₂-catalysed Mannich reaction of aromatic aldehyde, aromatic amine, and acetophenone proceeded smoothly in water to afford the corresponding β-amino carbonyl compounds in excellent yields.

  CuPy2Cl2 催化的芳香醛、芳香胺和苯乙酮的曼尼希反应在水中顺利进行，以优异的收率得到相应的 β-氨基羰基化合物。