3-(Benzylamino)-3-(4-chlorophenyl)-1-phenylpropan-1-one | 716377-21-8

• 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: 3-(Benzylamino)-3-(4-chlorophenyl)-1-phenylpropan-1-one
• 英文别名: 3-(benzylamino)-3-(4-chlorophenyl)-1-phenylpropan-1-one
• CAS: 716377-21-8
• 化学式: C₂₂H₂₀ClNO
• 分子量: 349.86
• InChiKey: OAAFWDOEWYZFSR-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  4.8
• 重原子数：
  25
• 可旋转键数：
  7
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.14
• 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：

  苯乙酮 在 potassium phosphate 作用下， 以 乙醇 为溶剂， 反应 5.75h， 生成 3-(Benzylamino)-3-(4-chlorophenyl)-1-phenylpropan-1-one
  参考文献：
  名称：

  K3PO4-catalyzed one-pot synthesis of β-amino ketones

  摘要：

  A new strategy which uses cheap K3PO4 as a very effective catalyst has been developed for synthesis of beta-amino ketones by one-pot reaction of an aryl aldehyde, acetophenone derivative, and amine in EtOH at room temperature.

  DOI：

  10.1007/s00706-012-0729-1

文献信息

• MgO nanoparticles as an efficient and reusable catalyst for aza-Michael reaction
  作者：Mahmood Tajbakhsh、Maryam Farhang、Ali Asghar Hosseini

  DOI：10.1007/s13738-013-0338-x

  日期：2014.6

  MgO nanoparticles were prepared by an improved sol–gel technique which appeared to have narrow size distributions. The synthesized magnesium oxide nanoparticles were used as an efficient catalyst in aza-Michael reaction for addition of amines to a series of α,β-unsaturated carbonyl compounds and nitro olefins under solvent-free conditions at room temperature to afford high yields of the β-amino carbonyl and β-nitro amines. The catalyst can be recovered and reused at least five successive runs without loss of activity.

  通过改进的溶胶-凝胶技术制备的MgO纳米颗粒具有较窄的粒径分布。合成的氧化镁纳米颗粒在无溶剂条件下于室温下作为高效催化剂，用于一系列α,β-不饱和羰基化合物和硝基烯烃的氮迈克尔加成反应中，以及胺的加成反应，从而获得高产率的β-氨基羰基和β-硝基胺。该催化剂可回收并在至少五次连续运行中重复使用而不会损失活性。
• Natural phosphate and potassium fluoride doped natural phosphate: efficient catalysts for the construction of a carbon–nitrogen bond
  作者：Mohamed Zahouily、Bouchaib Bahlaouan、Ahmed Rayadh、Saı̈d Sebti

  DOI：10.1016/j.tetlet.2004.03.164

  日期：2004.5

  phosphates doped with potassium fluoride as heterogeneous catalysts for the Michael addition of aromatic and aliphatic amines to α,β-unsaturated carbonyl compounds is presented. The natural phosphate catalyst can be regenerated and reused without loss of activity, which makes it an attractive alternative to homogeneous basic reagents. Doping natural phosphate with potassium fluoride significantly enhances

  提出了掺有氟化钾的天然磷酸盐作为多相催化剂在芳族和脂肪族胺向α，β-不饱和羰基化合物的迈克尔加成中的应用。天然磷酸盐催化剂可以再生和再利用而不会损失活性，这使其成为均质碱性试剂的有吸引力的替代品。用氟化钾掺杂天然磷酸酯可显着提高反应速度和收率。
• Natural Phosphate Modified with Lithium Nitrate: A New Efficient Catalyst for the Construction of Carbon–Carbon, Carbon–Sulfur, and Carbon–Nitrogen Bonds
  作者：Mohamed Zahouily、Bahija Mounir、Hind Cherki、Bouchaib Bahlaouan、Ahmed Rayadh、Saïd Sebti

  DOI：10.1080/10426500601160397

  日期：2007.4.19

  of small amounts of lithium nitrate to natural phosphate followed by calcination gives a new catalyst Li/NP (weight ratio LiNO3/NP = 1/15). This material showed catalytic activity in the Michael addition of amines, mercaptans, and active methylene compounds to chalcone derivatives with high yields under mild reaction conditions. Li/NP is used as the catalyst for a facile synthesis of β-amino acids,

  在天然磷酸盐中加入少量硝酸锂，然后煅烧，得到新的催化剂 Li/NP（重量比 LiNO3/NP = 1/15）。这种材料在胺、硫醇和活性亚甲基化合物与查耳酮衍生物的迈克尔加成反应中表现出催化活性，在温和的反应条件下具有高产率。Li/NP 用作催化剂，可在非均相条件下轻松合成 β-氨基酸、β-硫酸和 4 H-色烯。用这种方法没有观察到迈克尔缩合反应中常见的不希望有的副产物，例如 1,2-加成、双加成和聚合化合物。通过使用 Li/NP 进行简单过滤，简化了后处理程序。
• K3PO4-catalyzed one-pot synthesis of β-amino ketones
  作者：Barahman Movassagh、Sakineh Khosousi

  DOI：10.1007/s00706-012-0729-1

  日期：2012.11

  A new strategy which uses cheap K3PO4 as a very effective catalyst has been developed for synthesis of beta-amino ketones by one-pot reaction of an aryl aldehyde, acetophenone derivative, and amine in EtOH at room temperature.
• 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
  作者：Barahman Movassagh、Leili Tahershamsi、Akbar Mobaraki

  DOI：10.1016/j.tetlet.2015.02.088

  日期：2015.4

  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.