3,3,3-trifluoro-2-(3-phenoxyphenyl)propanoic acid | 1206883-68-2

• 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: 3,3,3-trifluoro-2-(3-phenoxyphenyl)propanoic acid
• 英文别名: β,β,β-trifluorofenoprofen
• CAS: 1206883-68-2
• 化学式: C₁₅H₁₁F₃O₃
• 分子量: 296.246
• InChiKey: VNNVGDAEWCDYBU-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：
  4
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.13
• 拓扑面积：
  46.5
• 氢给体数：
  1
• 氢受体数：
  6

反应信息

• 作为产物：
  描述：

  二氧化碳 、 1-(1-bromo-2,2,2-trifluoroethyl)-3-phenoxybenzene 在 tetrabutylammonium tetrafluoroborate 、 盐酸 作用下， 以 N,N-二甲基甲酰胺 、 水 为溶剂， -40.0 ℃ 、101.33 kPa 条件下， 以80%的产率得到3,3,3-trifluoro-2-(3-phenoxyphenyl)propanoic acid
  参考文献：
  名称：

  Synthesis of 2-aryl-3,3,3-trifluoropropanoic acids using electrochemical carboxylation of (1-bromo-2,2,2-trifluoroethyl)arenes and its application to the synthesis of β,β,β-trifluorinated non-steroidal anti-inflammatory drugs

  摘要：

  Electrochemical carboxylation of (1-bromo-2,2,2-trifluoroethyl)arenes resulted in an efficient fixation of carbon dioxide to give the corresponding 2-aryl-3,3,3-trifluoropropanoic acids in good yields, and the present reactions were successfully applied to the synthesis of beta,beta,beta-trifluorinated non-steroidal anti-inflammatory drugs (NSAIDs). (C) 2009 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.tet.2009.11.053

文献信息

• Efficient Synthesis of α‐Trifluoromethyl Carboxylic Acids and Esters through Fluorocarboxylation of <i>gem</i> ‐Difluoroalkenes
  作者：Woo‐Jin Yoo、Junpei Kondo、José A. Rodríguez‐Santamaría、Thanh V. Q. Nguyen、Shū Kobayashi

  DOI：10.1002/anie.201902779

  日期：2019.5.13

  A facile synthetic procedure for the preparation of α‐trifluoromethyl carboxylic acids and esters was achieved through multicomponent coupling reactions between gem‐difluoroalkenes, cesium fluoride, and carbon dioxide. The products were generated in moderate to excellent yields, and the synthetic utility of this method was demonstrated through the preparation of trifluoromethylated versions of popular

  通过宝石-二氟烯烃，氟化铯和二氧化碳之间的多组分偶联反应，可以轻松地合成α-三氟甲基羧酸和酯。产品的产量中等至极佳，并且通过制备流行的非甾体抗炎药（NSAID）的三氟甲基化形式证明了该方法的合成效用。
• US4162366A
  申请人：——

  公开号：US4162366A

  公开（公告）日：1979-07-24
• US4152455A
  申请人：——

  公开号：US4152455A

  公开（公告）日：1979-05-01
• Synthesis of 2-aryl-3,3,3-trifluoropropanoic acids using electrochemical carboxylation of (1-bromo-2,2,2-trifluoroethyl)arenes and its application to the synthesis of β,β,β-trifluorinated non-steroidal anti-inflammatory drugs
  作者：Yusuke Yamauchi、Shoji Hara、Hisanori Senboku

  DOI：10.1016/j.tet.2009.11.053

  日期：2010.1

  Electrochemical carboxylation of (1-bromo-2,2,2-trifluoroethyl)arenes resulted in an efficient fixation of carbon dioxide to give the corresponding 2-aryl-3,3,3-trifluoropropanoic acids in good yields, and the present reactions were successfully applied to the synthesis of beta,beta,beta-trifluorinated non-steroidal anti-inflammatory drugs (NSAIDs). (C) 2009 Elsevier Ltd. All rights reserved.