3-(4-Hydroxyphenyl)-3-(4-methylanilino)-1-phenylpropan-1-one | 1021687-77-3

• 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-(4-Hydroxyphenyl)-3-(4-methylanilino)-1-phenylpropan-1-one
• 英文别名: 3-(4-hydroxyphenyl)-3-(4-methylanilino)-1-phenylpropan-1-one
• CAS: 1021687-77-3
• 化学式: C₂₂H₂₁NO₂
• 分子量: 331.414
• InChiKey: WBIWHWICTCVVMU-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  5.3
• 重原子数：
  25
• 可旋转键数：
  6
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.14
• 拓扑面积：
  49.3
• 氢给体数：
  2
• 氢受体数：
  3

反应信息

• 作为产物：
  描述：

  乙烷,三氯氟- 、 对羟基苯甲醛 、 苯乙酮 在 copper (II) chloride * 2 pyridine 作用下， 以 水 为溶剂， 反应 8.0h， 以89%的产率得到3-(4-Hydroxyphenyl)-3-(4-methylanilino)-1-phenylpropan-1-one
  参考文献：
  名称：

  Dipyridine Copper Chloride-Catalysed One-Pot Synthesis of (β-amino Carbonyl Compounds via Mannich Reaction

  摘要：

  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。

  DOI：

  10.3184/030823408x314446

文献信息

• 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。
• 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.
• CeCl3·7H2O as an efficient catalyst for one-pot synthesis of β-amino ketones by three-component Mannich reaction
  作者：Yan Dai、Bin Dong Li、Heng Dao Quan、Chun Xu Lü

  DOI：10.1016/j.cclet.2009.08.011

  日期：2010.1

  Cerium trichloride heptahydrate (CeCl3 center dot 7H(2)O) was found to be an efficient and recyclable catalyst for the three-component direct Mannich reaction of anilines and benzaldehydes with acetophenone. This protocol has advantages of high yield, no environmental pollution, mild condition, and simple work-up procedure. (C) 2009 Chun Xu Lu. Published by Elsevier B.V. on behalf of Chinese Chemical Society. All rights reserved.
• 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。