2-(1-acetyl-3,3,3-trichloropropyl)-3-hydroxy-5,5-dimethylcyclohex-2-en-1-one | 426824-19-3

• 分子结构分类: 有机化合物 - 脂质和类脂质分子 - 异戊烯醇脂质
• 英文名称: 2-(1-acetyl-3,3,3-trichloropropyl)-3-hydroxy-5,5-dimethylcyclohex-2-en-1-one
• 英文别名: Iepdaoryymwbds-uhfffaoysa-；3-hydroxy-5,5-dimethyl-2-(1,1,1-trichloro-4-oxopentan-3-yl)cyclohex-2-en-1-one
• CAS: 426824-19-3
• 化学式: C₁₃H₁₇Cl₃O₃
• 分子量: 327.635
• InChiKey: IEPDAORYYMWBDS-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3
• 重原子数：
  19
• 可旋转键数：
  3
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.69
• 拓扑面积：
  54.4
• 氢给体数：
  1
• 氢受体数：
  3

反应信息

• 作为反应物：
  描述：

  2-(1-acetyl-3,3,3-trichloropropyl)-3-hydroxy-5,5-dimethylcyclohex-2-en-1-one 在 硫酸 作用下， 以 溶剂黄146 为溶剂， 反应 12.0h， 生成 2-{1-[2-Chloro-5-(trifluoromethyl)phenyl]-2,6,6-trimethyl-4-oxo-4,5,6,7-tetrahydro-1H-indol-3-YL}acetic acid
  参考文献：
  名称：

  摘要：

  A new method for the synthesis of N-substituted 2-(4-oxo-4,5,6,7-tetrahydroindol-3-yl)acetic acids was developed, Alkylation of cyclic 1,3-diketones with 3,5,5,5-tetrachloropentan-2-one affords 1,4-diketones, which undergo cyclization with different primary amines into N-substituted 3-(2,2,2-trichloroethyl)-4,5,6,7-tetrahydroindol-4-ones. Acid hydrolysis of the latter gives the corresponding indol-3-ylacetic acids. The structures of the compounds obtained were confirmed by H-1 and C-13 NMR data.

  DOI：

  10.1023/a:1014067125564
• 作为产物：
  描述：

  3,5,5,5-tetrachloro-2-pentanone 、 5,5-二甲基-1,3-环己二酮 在 氢氧化钾 作用下， 以 甲醇 为溶剂， 反应 36.0h， 以79%的产率得到2-(1-acetyl-3,3,3-trichloropropyl)-3-hydroxy-5,5-dimethylcyclohex-2-en-1-one
  参考文献：
  名称：

  摘要：

  A new method for the synthesis of N-substituted 2-(4-oxo-4,5,6,7-tetrahydroindol-3-yl)acetic acids was developed, Alkylation of cyclic 1,3-diketones with 3,5,5,5-tetrachloropentan-2-one affords 1,4-diketones, which undergo cyclization with different primary amines into N-substituted 3-(2,2,2-trichloroethyl)-4,5,6,7-tetrahydroindol-4-ones. Acid hydrolysis of the latter gives the corresponding indol-3-ylacetic acids. The structures of the compounds obtained were confirmed by H-1 and C-13 NMR data.

  DOI：

  10.1023/a:1014067125564

文献信息

• ——
  作者：A. A. Dudinov、D. V. Kozhinov、M. M. Krayushkin

  DOI：10.1023/a:1014067125564

  日期：——

  A new method for the synthesis of N-substituted 2-(4-oxo-4,5,6,7-tetrahydroindol-3-yl)acetic acids was developed, Alkylation of cyclic 1,3-diketones with 3,5,5,5-tetrachloropentan-2-one affords 1,4-diketones, which undergo cyclization with different primary amines into N-substituted 3-(2,2,2-trichloroethyl)-4,5,6,7-tetrahydroindol-4-ones. Acid hydrolysis of the latter gives the corresponding indol-3-ylacetic acids. The structures of the compounds obtained were confirmed by H-1 and C-13 NMR data.