1-(4-methoxyphenyl)-1-phenylamino-3-pentanone | 93950-28-8

• 分子结构分类: 有机化合物 - 苯类化合物 - 苯酚醚
• 英文名称: 1-(4-methoxyphenyl)-1-phenylamino-3-pentanone
• 英文别名: 5-[(4-methoxyphenyl)(phenylamino)]pentan-3-one；1-Anilino-1-(4-methoxyphenyl)pentan-3-one
• CAS: 93950-28-8
• 化学式: C₁₈H₂₁NO₂
• 分子量: 283.37
• InChiKey: LRHCIQCILOOKJL-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  4.1
• 重原子数：
  21
• 可旋转键数：
  7
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.28
• 拓扑面积：
  38.3
• 氢给体数：
  1
• 氢受体数：
  3

反应信息

• 作为产物：
  描述：

  Anilino-(4-methoxyphenyl)methanesulfonate;phenylazanium 、 丁酮 以76%的产率得到
  参考文献：
  名称：

  KRASNOV V. L.; MATYUKOV E. V.; BODRIKOV I. V., IZV. VUZOV. XIMIYA I XIM. TEXNOL., 30,(1987) N 5, 38-41

  摘要：

  DOI：

文献信息

• Silica-Supported Boric Acid with Ionic Liquid: A Novel Recyclable Catalytic System for One-Pot Three-Component Mannich Reaction
  作者：Vishal Kumar、Upendra Sharma、Praveen Kumar Verma、Neeraj Kumar、Bikram Singh

  DOI：10.1248/cpb.59.639

  日期：——

  ([bmim][PF₆]), catalyzed, one-pot three-component Mannich reaction has been carried out to synthesize β-amino carbonyl compounds at room temperature. The reaction afforded desired products in excellent yields with moderate to good diastereoselectivity. The method provides a novel modification of three-component Mannich reaction in terms of mild reaction conditions, clean reaction profiles, low amount of catalyst

  已经进行了快速有效的二氧化硅负载的硼酸/离子液体（[bmim] [PF 3]）的催化，一锅三组分曼尼希反应，在室温下合成了β-氨基羰基化合物。该反应以优异的产率以中等至良好的非对映选择性提供了所需的产物。该方法在温和的反应条件，清洁的反应曲线，低的催化剂用量，催化剂的可回收性和简单的后处理程序方面提供了三组分曼尼希反应的新颖修饰。本报告首次描述了H₃BO₃-SiO₃催化剂的制备及其与[bmim] [PF₆]的合成曼尼希产物的用途。催化剂可以重复使用至少七次。
• The Mannich Reaction of Butanone, Aromatic Aldehydes and Aromatic Amines
  作者：Yi Lin、Zou Junhua、Lei Huangshu、He Qilin

  DOI：10.1080/00397919108019818

  日期：1991.10

  Abstract Under the catalysis of small amount of concentrated hydrochloric acid, the Mannich reaction of butanone, aromatic aldehydes and aromatic amines can be carried out directly at 0–20°C. Twelve corresponding Mannich bases (1), 1-aryl-1-arylamino-3-pentanones, were prepared in high yields.

  摘要 在少量浓盐酸的催化下，丁酮、芳香醛和芳香胺的曼尼希反应可在0～20℃直接进行。以高产率制备了十二种相应的曼尼希碱 (1)，即 1-芳基-1-芳基氨基-3-戊酮。
• Effect of sodium dodecyl sulfate surfactant on regioselectivity and reversed diastereoselectivity of β-aminocarbonyl compounds in Mannich reaction
  作者：Mahya Kohansal Moghadam、Hossein Eshghi

  DOI：10.1016/j.molliq.2024.124133

  日期：2024.3

  Regioselective and diastereoselective synthesis of β-aminocarbonyl compounds is examined in the presence/ absence of sodium dodecyl sulfate (SDS) as surfactant. Mannich reaction between derivatives of aniline, benzaldehyde and 2-butanone is performed in different conditions. The optimum condition are acquired include 1 mol % SDS per reactants in aqueous solvent at room temperature. Finding show conditions

  在存在/不存在十二烷基硫酸钠 (SDS) 作为表面活性剂的情况下检查 β-氨基羰基化合物的区域选择性和非对映选择性合成。苯胺、苯甲醛和2-丁酮衍生物之间的曼尼希反应在不同条件下进行。获得的最佳条件包括室温下在水性溶剂中每种反应物 1 mol% SDS。发现成功地采用条件来实现对区域选择性较少取代的曼尼希产物的显着动力学控制。在没有表面活性剂的情况下，其他区域异构体；根据苯胺上的取代基类型，以稍微过于中等的非对映选择性获得更多取代的曼尼希产物（热力学控制）。虽然动力学控制产生较少取代的区域异构体，但次要产物的非对映选择性是高度优选的异构体，其在表面活性剂存在下受到影响。
• Adenine as aminocatalyst for green synthesis of diastereoselective Mannich products in aqueous medium
  作者：Papori Goswami、Babulal Das

  DOI：10.1016/j.tetlet.2009.02.218

  日期：2009.5

  The three-component organocatalysed Mannich type reaction is carried out in a green co-solvent of ethanol and water at room temperature using adenine as catalyst and hydrogen peroxide as additive. The Mannich products are obtained in considerably good diastereoselectivity depending on the effects of substituents on aniline. (C) 2009 Elsevier Ltd. All rights reserved.