3-methoxyimino-2-p-tolylhexanenitrile | 1013061-33-0

• 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: 3-methoxyimino-2-p-tolylhexanenitrile
• 英文别名: (3Z)-3-methoxyimino-2-(4-methylphenyl)hexanenitrile
• CAS: 1013061-33-0
• 化学式: C₁₄H₁₈N₂O
• 分子量: 230.31
• InChiKey: IOXAXVGWHKHTCI-PEZBUJJGSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3.3
• 重原子数：
  17
• 可旋转键数：
  5
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.43
• 拓扑面积：
  45.4
• 氢给体数：
  0
• 氢受体数：
  3

反应信息

• 作为反应物：
  描述：

  3-methoxyimino-2-p-tolylhexanenitrile 在 三氯化铁 作用下， 以 二氯甲烷 为溶剂， 反应 1.5h， 以79%的产率得到1-methoxy-6-methyl-2-propyl-1H-indole-3-carbonitrile
  参考文献：
  名称：

  Formation of N-Alkoxyindole Framework:  Intramolecular Heterocyclization of 3-Alkoxyimino-2-arylalkylnitriles Mediated by Ferric Chloride

  摘要：

  [GRAPHICS]A variety of functionalized N-alkoxyindole-3-carbonitrile derivatives are achieved under remarkably mild conditions by applying a FeCl3-mediated intramolecular heterocyclization of 3-alkoxyimino-2-arylalkylnitliles. This novel synthesis allows the N-moiety on the side chain to be annulated to the benzene ring as the final synthetic step, which enables the functionalization of the benzenoid portion of the indole at an early stage of the synthesis.

  DOI：

  10.1021/jo7024477
• 作为产物：
  描述：

  2-(4-Methylphenyl)-3-oxohexanenitrile 、 甲氧基胺盐酸盐 在 sodium acetate 作用下， 以 乙醇 、 水 为溶剂， 以40%的产率得到3-methoxyimino-2-p-tolylhexanenitrile
  参考文献：
  名称：

  Formation of N-Alkoxyindole Framework:  Intramolecular Heterocyclization of 3-Alkoxyimino-2-arylalkylnitriles Mediated by Ferric Chloride

  摘要：

  [GRAPHICS]A variety of functionalized N-alkoxyindole-3-carbonitrile derivatives are achieved under remarkably mild conditions by applying a FeCl3-mediated intramolecular heterocyclization of 3-alkoxyimino-2-arylalkylnitliles. This novel synthesis allows the N-moiety on the side chain to be annulated to the benzene ring as the final synthetic step, which enables the functionalization of the benzenoid portion of the indole at an early stage of the synthesis.

  DOI：

  10.1021/jo7024477

文献信息

• Formation of <i>N</i>-Alkoxyindole Framework:  Intramolecular Heterocyclization of 3-Alkoxyimino-2-arylalkylnitriles Mediated by Ferric Chloride
  作者：Yunfei Du、Junbiao Chang、John Reiner、Kang Zhao

  DOI：10.1021/jo7024477

  日期：2008.3.1

  [GRAPHICS]A variety of functionalized N-alkoxyindole-3-carbonitrile derivatives are achieved under remarkably mild conditions by applying a FeCl3-mediated intramolecular heterocyclization of 3-alkoxyimino-2-arylalkylnitliles. This novel synthesis allows the N-moiety on the side chain to be annulated to the benzene ring as the final synthetic step, which enables the functionalization of the benzenoid portion of the indole at an early stage of the synthesis.