2-(1-acetyl-3,3,3-trichloropropyl)-3-hydroxycyclohex-2-en-1-one | 426824-20-6

• 分子结构分类: 有机化合物 - 有机氧化合物
• 英文名称: 2-(1-acetyl-3,3,3-trichloropropyl)-3-hydroxycyclohex-2-en-1-one
• 英文别名: Fasfvfvwlceodn-uhfffaoysa-；3-hydroxy-2-(1,1,1-trichloro-4-oxopentan-3-yl)cyclohex-2-en-1-one
• CAS: 426824-20-6
• 化学式: C₁₁H₁₃Cl₃O₃
• 分子量: 299.581
• InChiKey: FASFVFVWLCEODN-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  2.1
• 重原子数：
  17
• 可旋转键数：
  3
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.64
• 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-hydroxycyclohex-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-(4-fluorophenyl)-2-methyl-4-oxo-6,7-dihydro-5H-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 、 1,3-环己二酮 在 氢氧化钾 作用下， 以 甲醇 为溶剂， 反应 96.0h， 以42%的产率得到2-(1-acetyl-3,3,3-trichloropropyl)-3-hydroxycyclohex-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.