N-methyl-N-(3-phenyl-3-(4-(trifluoromethyl)phenoxy)propyl)acetamide | 202122-33-6

• 分子结构分类: 有机化合物 - 苯类化合物 - 苯和取代衍生物
• 英文名称: N-methyl-N-(3-phenyl-3-(4-(trifluoromethyl)phenoxy)propyl)acetamide
• 英文别名: Fluoxetine, N-acetyl；N-methyl-N-[3-phenyl-3-[4-(trifluoromethyl)phenoxy]propyl]acetamide
• CAS: 202122-33-6
• 化学式: C₁₉H₂₀F₃NO₂
• 分子量: 351.369
• InChiKey: VFRCUAKESBDNII-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  4
• 重原子数：
  25
• 可旋转键数：
  6
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.32
• 拓扑面积：
  29.5
• 氢给体数：
  0
• 氢受体数：
  5

反应信息

• 作为产物：
  描述：

  苯乙酮 在 盐酸 、 palladium on activated charcoal 、 氢气 、 potassium hydroxide 作用下， 以 二甲基亚砜 、 乙酸乙酯 、 丙酮 、 甲苯 为溶剂， 反应 2.0h， 生成 N-methyl-N-(3-phenyl-3-(4-(trifluoromethyl)phenoxy)propyl)acetamide
  参考文献：
  名称：

  Controlling the Exothermicity of O-Arylation by Evaporative Cooling during the Process Development of Fluoxetine Hydrochloride

  摘要：

  This study illustrates the optimization of the O-arylation step of fluoxetine hydrochloride (1) synthesis. In the entire process, this is the most critical step that dictates the yield and quality of the product. The highlight of the process is the concept of evaporative cooling that was employed in manipulating the above highly exothermic reaction by introducing toluene as the cosolvent. The evaporative cooling not only aided in getting an efficient procedure but also increased the yield of 1 and simplified the work-up procedure. This was a protective approach adopted for process safety, considering the worst-case scenario in the plant.

  DOI：

  10.1021/op400279n

文献信息

• Semiheterogeneous Dual Nickel/Photocatalytic (Thio)etherification Using Carbon Nitrides
  作者：Cristian Cavedon、Amiera Madani、Peter H. Seeberger、Bartholomäus Pieber

  DOI：10.1021/acs.orglett.9b01957

  日期：2019.7.5

  nitride material can be combined with homogeneous nickel catalysts for light-mediated cross-couplings of aryl bromides with alcohols under mild conditions. The metal-free heterogeneous semiconductor is fully recyclable and couples a broad range of electron-poor aryl bromides with primary and secondary alcohols as well as water. The application for intramolecular reactions and the synthesis of active pharmaceutical

  可以将氮化碳材料与均相镍催化剂结合使用，以在温和条件下将芳基溴化物与醇进行光介导的交叉偶联。不含金属的异质半导体是完全可回收的，可将多种电子贫乏的芳族溴化物与伯醇和仲醇以及水偶合。证明了分子内反应和活性药物成分合成的应用。催化方案也适用于芳基碘化物与硫醇的偶联。
• Controlling the Exothermicity of <i>O</i>-Arylation by Evaporative Cooling during the Process Development of Fluoxetine Hydrochloride
  作者：Sandeep Mohanty、Amrendra Kumar Roy、S. Phani Kiran、G. Eduardo Rafael、K. P. Vinay Kumar、A. Chandra Karmakar

  DOI：10.1021/op400279n

  日期：2014.7.18

  This study illustrates the optimization of the O-arylation step of fluoxetine hydrochloride (1) synthesis. In the entire process, this is the most critical step that dictates the yield and quality of the product. The highlight of the process is the concept of evaporative cooling that was employed in manipulating the above highly exothermic reaction by introducing toluene as the cosolvent. The evaporative cooling not only aided in getting an efficient procedure but also increased the yield of 1 and simplified the work-up procedure. This was a protective approach adopted for process safety, considering the worst-case scenario in the plant.

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