(E)-4-(2,4-dimethoxyphenyl)-1,1,1-trifluorobut-3-en-2-one | 1210826-02-0

• 分子结构分类: 有机化合物 - 苯丙烷和聚酮 - 肉桂酸及其衍生物
• 英文名称: (E)-4-(2,4-dimethoxyphenyl)-1,1,1-trifluorobut-3-en-2-one
• CAS: 1210826-02-0
• 化学式: C₁₂H₁₁F₃O₃
• 分子量: 260.213
• InChiKey: XQJVGPLSCCLJEQ-GQCTYLIASA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3.1
• 重原子数：
  18
• 可旋转键数：
  4
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.25
• 拓扑面积：
  35.5
• 氢给体数：
  0
• 氢受体数：
  6

反应信息

• 作为反应物：
  描述：

  (E)-4-(2,4-dimethoxyphenyl)-1,1,1-trifluorobut-3-en-2-one 、 4-磺酰胺基苯肼盐酸盐 生成 1-(4-aminosulphonylphenyl)-4,5-dihydro-5-(2,4-dimethoxyphenyl)-3-trifluoromethyl-1H-pyrazole
  参考文献：
  名称：

  Pyrazoline derivatives, their preparation and application as medicaments

  摘要：

  本发明涉及新的吡唑啉衍生物及其生理上可接受的盐，以及它们的制备方法和作为药物的应用。

  公开号：

  US06353117B1
• 作为产物：
  描述：

  4-(2,4-dimethoxyphenyl)-2-ethoxy-6-trifluoromethyl-3,4-dihydro-2H-pyran 300.0 ℃ 、101.33 kPa 条件下， 反应 0.5h， 以83%的产率得到(E)-4-(2,4-dimethoxyphenyl)-1,1,1-trifluorobut-3-en-2-one
  参考文献：
  名称：

  A Facile Synthesis of 4-Aryl-1,1,1-trifluorobut-3-en-2-ones via 4-Aryl Substituted CF3 - Containing Dihydropyran Derivatives: A Versatile Method for the Introduction of Fluorine-Containing C4- and C6-Unit to Aromatic Compounds

  摘要：

  The CF3 - containing dihydropyran derivative (2) reacted easily with various aromatic compounds in trifluoroacetic acid to give novel 4-aryl substituted dihydropyran derivatives (7) in moderate to high yields. Retro hetero Die Is-Alder reaction of thus obtained 7 proceeded readily by heating at 300 degrees C to afford the corresponding 4-aryl-1,1,1-trifluorobut-3-en-2-ones (12) in good to excellent yields. With the use of p-toluenesulfonic acid instead of trifluoroacetic acid together with dihydropyran (2) in acetonitrile, 4-trifluoroacetyl-1,3-butalienylation of 1,3-dimethoxybenzene occurred successfully. The bimolecular reaction of dihydropyran (2) in the presence of p-toluenesulfonic acid was also examined.

  DOI：

  10.3987/com-09-s(s)60

文献信息

• α,β-Unsaturated CF3-ketones via secondary amine salts-catalyzed aldol condensation of 1,1,1-trufluoroacetone with aromatic and heteroaromatic aldehydes
  作者：Alexander V. Popov、Valentina A. Kobelevskaya、Nikolai I. Borodin、Sergey V. Zinchenko

  DOI：10.1016/j.jfluchem.2023.110108

  日期：2023.4

  A facile and efficient approach to the synthesis of α,β-unsaturated CF3-ketones in moderate to excellent yields via the amine salt-catalyzed aldol condensation of aromatic and heteroaromatic aldehydes with trifluoroacetone has been developed.

  已开发出一种简便有效的方法，通过芳族和杂芳族醛与三氟丙酮的胺盐催化羟醛缩合反应，以中等到极好的收率合成 α,β-不饱和 CF 3 -酮。