2,2,2-trifluoro-1-indan-2-yl-ethanone | 1085493-39-5

• 分子结构分类: 有机化合物 - 苯类化合物 - 茚满类
• 英文名称: 2,2,2-trifluoro-1-indan-2-yl-ethanone
• 英文别名: 1-(2,3-Dihydro-1h-inden-2-yl)-2,2,2-trifluoroethan-1-one；1-(2,3-dihydro-1H-inden-2-yl)-2,2,2-trifluoroethanone
• CAS: 1085493-39-5
• 化学式: C₁₁H₉F₃O
• 分子量: 214.187
• InChiKey: BCMHHWSHKJLTTC-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3
• 重原子数：
  15
• 可旋转键数：
  1
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.36
• 拓扑面积：
  17.1
• 氢给体数：
  0
• 氢受体数：
  4

反应信息

• 作为产物：
  描述：

  三氟乙酸乙酯 、 2-茚羧酸 在 lithium diisopropyl amide 、 盐酸 作用下， 以 四氢呋喃 、 环己烷 、 水 为溶剂， 反应 0.25h， 以69%的产率得到2,2,2-trifluoro-1-indan-2-yl-ethanone
  参考文献：
  名称：

  Trifluoromethyl Ketones from Enolizable Carboxylic Acids via Enediolate Trifluoroacetylation/Decarboxylation

  摘要：

  Primary and secondary (enolizable) carboxylic acids were converted in a single step to trifluoromethyl ketones. Treatment of the acid with 2.2 equiv of LDA generated an enediolate that was trifluoroacetylated with EtO2CCF3. Quenching the reaction mixture with aqueous HCI resulted in rapid decarboxylation and provided the trifluoromethyl ketone product in good yield. The process may be performed at -20 degrees C with a slight reduction in yield. The reaction was extended to the preparation of pentafluoroethyl and chlorodifluoromethyl ketones.

  DOI：

  10.1021/jo801737c

文献信息

• Trifluoromethyl Ketones from Enolizable Carboxylic Acids via Enediolate Trifluoroacetylation/Decarboxylation
  作者：Jonathan T. Reeves、Jinhua J. Song、Zhulin Tan、Heewon Lee、Nathan K. Yee、Chris H. Senanayake

  DOI：10.1021/jo801737c

  日期：2008.12.5

  Primary and secondary (enolizable) carboxylic acids were converted in a single step to trifluoromethyl ketones. Treatment of the acid with 2.2 equiv of LDA generated an enediolate that was trifluoroacetylated with EtO2CCF3. Quenching the reaction mixture with aqueous HCI resulted in rapid decarboxylation and provided the trifluoromethyl ketone product in good yield. The process may be performed at -20 degrees C with a slight reduction in yield. The reaction was extended to the preparation of pentafluoroethyl and chlorodifluoromethyl ketones.