2-(2-氨基-5-甲氧基苯基)丙腈 | 155056-15-8

• 分子结构分类: 有机化合物 - 苯类化合物 - 苯酚醚
• 中文名称: 2-(2-氨基-5-甲氧基苯基)丙腈
• 英文名称: 2-(2-Amino-5-methoxyphenyl)propanenitrile
• CAS: 155056-15-8
• 化学式: C₁₀H₁₂N₂O
• 分子量: 176.218
• InChiKey: IKQXQTZMJBPCNX-UHFFFAOYSA-N

物化性质

• 沸点：
  341.8±32.0 °C(Predicted)
• 密度：
  1.107±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  1.4
• 重原子数：
  13
• 可旋转键数：
  2
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.3
• 拓扑面积：
  59
• 氢给体数：
  1
• 氢受体数：
  3

反应信息

• 作为反应物：
  描述：

  2-(2-氨基-5-甲氧基苯基)丙腈 在 二异丁基氢化铝 作用下， 以 苯 为溶剂， 反应 1.5h， 以70%的产率得到5-甲氧基-3-甲基-1H-吲哚
  参考文献：
  名称：

  An Improved Synthesis of 3-Methyl-5-hydroxy Protected Indoles

  摘要：

  The synthesis of 3-methyl-5-alkoxy indoles 14 and 15 was accomplished through the use of DIBALH to effect the reductive-cyclization of an amino-nitrile intermediate. The mild conditions used to induce cyclization allowed for the use of a benzyl protecting groups which is normally sensitive to palladium catalyzed reducing conditions.

  DOI：

  10.1080/00397919408011306
• 作为产物：
  描述：

  2-(2-硝基-5-甲氧基苯基)丙腈 在 platinum(IV) oxide 氢气 作用下， 以 乙醇 、 乙酸乙酯 为溶剂， 以99%的产率得到2-(2-氨基-5-甲氧基苯基)丙腈
  参考文献：
  名称：

  An Improved Synthesis of 3-Methyl-5-hydroxy Protected Indoles

  摘要：

  The synthesis of 3-methyl-5-alkoxy indoles 14 and 15 was accomplished through the use of DIBALH to effect the reductive-cyclization of an amino-nitrile intermediate. The mild conditions used to induce cyclization allowed for the use of a benzyl protecting groups which is normally sensitive to palladium catalyzed reducing conditions.

  DOI：

  10.1080/00397919408011306

文献信息

• An Improved Synthesis of 3-Methyl-5-hydroxy Protected Indoles
  作者：Joseph P. Marino、Clarence R. Hurt

  DOI：10.1080/00397919408011306

  日期：1994.3

  The synthesis of 3-methyl-5-alkoxy indoles 14 and 15 was accomplished through the use of DIBALH to effect the reductive-cyclization of an amino-nitrile intermediate. The mild conditions used to induce cyclization allowed for the use of a benzyl protecting groups which is normally sensitive to palladium catalyzed reducing conditions.