methyl 4,4,4-trifluoro-3-(4-methoxyphenyl)butanoate | 916240-74-9

• 分子结构分类: 有机化合物 - 苯类化合物 - 苯酚醚
• 英文名称: methyl 4,4,4-trifluoro-3-(4-methoxyphenyl)butanoate
• 英文别名: methyl-4,4,4-trifluoro-3-(4-methoxyphenyl)butanoate；Methyl 4,4,4-trifluoro-3-(4-methoxyphenyl)butanoate
• CAS: 916240-74-9
• 化学式: C₁₂H₁₃F₃O₃
• 分子量: 262.229
• InChiKey: SYSXINZMZQTAHG-UHFFFAOYSA-N

物化性质

• 沸点：
  262.3±40.0 °C(Predicted)
• 密度：
  1.211±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  2.9
• 重原子数：
  18
• 可旋转键数：
  5
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.42
• 拓扑面积：
  35.5
• 氢给体数：
  0
• 氢受体数：
  6

反应信息

• 作为产物：
  描述：

  5-(4-methoxybenzylidene)-2,2-dimethyl-[1,3]dioxane-4,6-dione 在 盐酸 、 potassium carbonate 、 magnesium 、 mercury dichloride 作用下， 以 水 、 N,N-二甲基甲酰胺 为溶剂， 反应 5.0h， 生成 methyl 4,4,4-trifluoro-3-(4-methoxyphenyl)butanoate
  参考文献：
  名称：

  Nucleophilic trifluoromethylation of conjugate acceptors via phenyl trifluoromethyl sulfone

  摘要：

  A mild procedure for the conjugate addition of the trifluoromethyl anion to activated Michael acceptors such as arylidenemalononitriles (15 examples) and arylidene Meldrum's acids (9 examples) using phenyl trifluoromethyl sulfone through a reductive magnesium metal mediated procedure is described. The new methodology is used to prepare befloxatone, a reversible and selective monoamine oxidase A inhibitor. (C) 2013 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.tetlet.2013.08.132

文献信息

• Nucleophilic trifluoromethylation of arylidene Meldrum’s acids
  作者：Artem A. Zemtsov、Vitalij V. Levin、Alexander D. Dilman、Marina I. Struchkova、Pavel A. Belyakov、Vladimir A. Tartakovsky

  DOI：10.1016/j.tetlet.2009.03.188

  日期：2009.6

  A method for the trifluoromethylation of arylidene Meldrum's acids using Me3SiCF3 followed by transformation of the initial products to CF3-substituted esters and alcohols is described. The sequence of reactions is performed without isolation of intermediate compounds furnishing the final products in good overall yields. (C) 2009 Elsevier Ltd. All rights reserved.
• Nucleophilic trifluoromethylation of conjugate acceptors via phenyl trifluoromethyl sulfone
  作者：Kaumba Sakavuyi、Kimberly S. Petersen

  DOI：10.1016/j.tetlet.2013.08.132

  日期：2013.11

  A mild procedure for the conjugate addition of the trifluoromethyl anion to activated Michael acceptors such as arylidenemalononitriles (15 examples) and arylidene Meldrum's acids (9 examples) using phenyl trifluoromethyl sulfone through a reductive magnesium metal mediated procedure is described. The new methodology is used to prepare befloxatone, a reversible and selective monoamine oxidase A inhibitor. (C) 2013 Elsevier Ltd. All rights reserved.