4-[(3-氧代-1,3-二苯基丙基)氨基]苯甲酸乙酯 | 102951-07-5

• 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
• 中文名称: 4-[(3-氧代-1,3-二苯基丙基)氨基]苯甲酸乙酯
• 英文名称: phenyl β-phenyl-β-[p-(ethoxycarbonyl)phenylamino]ethyl ketone
• 英文别名: 3-[N-(4-ethoxycarbonylaminophenyl)]-1,3-diphenyl-1-propanone；1,3-diphenyl-3-(p-carbethoxyphenylamino)-1-propanone；β-(4-Ethoxycarbonyl-anilino)-β-phenyl-propiophenon；4-<3-Oxo-1,3-diphenyl-propylamino>-benzoesaeure-ethylester；Benzoic acid, 4-[(3-oxo-1,3-diphenylpropyl)amino]-, ethyl ester；ethyl 4-[(3-oxo-1,3-diphenylpropyl)amino]benzoate
• CAS: 102951-07-5
• 化学式: C₂₄H₂₃NO₃
• 分子量: 373.452
• InChiKey: CKTMMZPVWAILRL-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  5.5
• 重原子数：
  28
• 可旋转键数：
  9
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.17
• 拓扑面积：
  55.4
• 氢给体数：
  1
• 氢受体数：
  4

反应信息

• 作为产物：
  描述：

  ethyl 4-(benzylideneamino)benzoate 、 苯乙酮 在 盐酸 作用下， 以 乙醇 为溶剂， 以43%的产率得到4-[(3-氧代-1,3-二苯基丙基)氨基]苯甲酸乙酯
  参考文献：
  名称：

  Synthesis of Unsymmetrical  -Arylaminoketones

  摘要：

  Azomethines derived from aniline were condensed with acetophenone derivatives to obtain new unsymmetrical beta-arylaminoketones.

  DOI：

  10.1023/b:rugc.0000042429.06729.93

文献信息

• Brønsted Acid-Catalyzed Mannich-Type Reactions in Aqueous Media
  作者：Takahiko Akiyama、Jun Takaya、Hirotaka Kagoshima

  DOI：10.1002/1615-4169(200206)344:3/4<338::aid-adsc338>3.0.co;2-o

  日期：2002.6

  aldimines took place smoothly in aqueous organic solvent to afford β-aminocarbonyl compounds in high yields. The HBF4-catalyzed Mannich-type reaction also proceeded smoothly in water without organic solvent in the presence of a surfactant. A three-component synthesis starting from aldehyde, amine, and silyl enolate was successfully realized by means of a Bronsted acid in aqueous media.

  HBF4催化的甲硅烷基烯醇化物与醛亚胺的曼尼希型反应在水性有机溶剂中顺利进行，以高产率得到β-氨基羰基化合物。在表面活性剂存在下， 催化的曼尼希型反应在没有有机溶剂的水中也能顺利进行。借助布朗斯台德酸在水性介质中成功实现了从醛、胺和烯醇甲硅烷基开始的三组分合成。
• Mannich-type reactions of aromatic aldehydes, anilines, and methyl ketones in fluorous biphase systems created by rare earth (III) perfluorooctane sulfonates catalysts in fluorous media
  作者：Wen-Bin Yi、Chun Cai

  DOI：10.1016/j.jfluchem.2006.07.009

  日期：2006.11

  Rare earth (III) perfluorooctane sulfonates (RE(OPf)3) catalyze the three-component Mannich-type reactions of different ketones with various aromatic aldehydes and aromatic amines in fluorous media to give various β-arylamino ketones in good yields. By simple separation of the fluorous phase containing only catalyst, reaction can be repeated several times.

  稀土（III）全氟辛烷磺酸盐（RE（OPf）3）在氟介质中催化不同酮与各种芳香醛和芳香胺的三组分曼尼希型反应，以高收率得到各种β-芳基氨基酮。通过仅含催化剂的氟相的简单分离，反应可重复数次。