(E)-7-methoxy-1-(2-nitrovinyl)naphthalene | 1415243-95-6

• 分子结构分类: 有机化合物 - 苯类化合物 - 萘
• 英文名称: (E)-7-methoxy-1-(2-nitrovinyl)naphthalene
• 英文别名: 7-methoxy-1-[(E)-2-nitroethenyl]naphthalene
• CAS: 1415243-95-6
• 化学式: C₁₃H₁₁NO₃
• 分子量: 229.235
• InChiKey: QXGDXLJVXUZPQG-BQYQJAHWSA-N

物化性质

• 沸点：
  404.9±20.0 °C(Predicted)
• 密度：
  1.240±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  3.4
• 重原子数：
  17
• 可旋转键数：
  2
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.08
• 拓扑面积：
  55
• 氢给体数：
  0
• 氢受体数：
  3

反应信息

• 作为反应物：
  描述：

  (E)-7-methoxy-1-(2-nitrovinyl)naphthalene 在 palladium 10% on activated carbon 、 氢气 作用下， 以 乙醇 为溶剂， 20.0 ℃ 、413.69 kPa 条件下， 以80%的产率得到7-甲氧基-1-萘乙胺
  参考文献：
  名称：

  A facile synthesis of melatonergic antidepressant agomelatine

  摘要：

  Agomelatine was synthesized from 8-aminonaphthalen-2-ol by diazotization-iodination, formylation, C-C bond formation by nitroaldol and Pd/C hydrogenation of beta-nitrovinylnaphthalene followed by N-acetylation. The route reported employs readily and commercially viable starting materials and reagents, and can potentially be utilized for process synthesis of agomelatine. (C) 2012 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.tetlet.2012.10.077
• 作为产物：
  描述：

  1-氨基-7-萘酚 在 盐酸 、 正丁基锂 、 ammonium acetate 、 potassium carbonate 、 sodium nitrite 作用下， 以 四氢呋喃 、 正己烷 、 水 、 丙酮 、 甲苯 为溶剂， 反应 22.75h， 生成 (E)-7-methoxy-1-(2-nitrovinyl)naphthalene
  参考文献：
  名称：

  A facile synthesis of melatonergic antidepressant agomelatine

  摘要：

  Agomelatine was synthesized from 8-aminonaphthalen-2-ol by diazotization-iodination, formylation, C-C bond formation by nitroaldol and Pd/C hydrogenation of beta-nitrovinylnaphthalene followed by N-acetylation. The route reported employs readily and commercially viable starting materials and reagents, and can potentially be utilized for process synthesis of agomelatine. (C) 2012 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.tetlet.2012.10.077

文献信息

• A facile synthesis of melatonergic antidepressant agomelatine
  作者：Bhaskar Kandagatla、Vetukuri Venkata Naga Kali Vara Pra Raju、Ganta Madhusudhan Reddy、Sirigiri Chandrakanth Rao、Javed Iqbal、Rakeshwar Bandichhor、Srinivas Oruganti

  DOI：10.1016/j.tetlet.2012.10.077

  日期：2012.12

  Agomelatine was synthesized from 8-aminonaphthalen-2-ol by diazotization-iodination, formylation, C-C bond formation by nitroaldol and Pd/C hydrogenation of beta-nitrovinylnaphthalene followed by N-acetylation. The route reported employs readily and commercially viable starting materials and reagents, and can potentially be utilized for process synthesis of agomelatine. (C) 2012 Elsevier Ltd. All rights reserved.