8-[(diisopropylamino)carbonyl]-1-naphthoic acid | 258263-56-8

• 分子结构分类: 有机化合物 - 苯类化合物 - 萘
• 英文名称: 8-[(diisopropylamino)carbonyl]-1-naphthoic acid
• CAS: 258263-56-8
• 化学式: C₁₈H₂₁NO₃
• 分子量: 299.37
• InChiKey: MGXOSSCSDTUBHB-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3.8
• 重原子数：
  22.0
• 可旋转键数：
  4.0
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.33
• 拓扑面积：
  57.61
• 氢给体数：
  1.0
• 氢受体数：
  2.0

反应信息

• 作为反应物：
  描述：

  重氮甲烷 、 8-[(diisopropylamino)carbonyl]-1-naphthoic acid 以 乙醚 、 乙醇 为溶剂， 以67%的产率得到methyl 8-[(diisopropylamino)carbonyl]-1-naphthoate
  参考文献：
  名称：

  Perilithiation and the synthesis of 8-substituted-1-naphthamides

  摘要：

  Attempted perilithiation of 1-naphthamides with their 2-positions blocked leads only to nucleophilic attack on the aromatic ring, but perilithiation of naphthalenes bearing l-substituents such as -NMe2 or -CH2NMe2 allows the synthesis of 8-substituted-1-naphthamides. The 8-CH2NMe2 substituents can be converted to carbonyl groups by Polonovski reactions; other 8-substituents may be introduced by using naphthalic anhydride as a starting material. (C) 1999 Published by Elsevier Science Ltd. All rights reserved.

  DOI：

  10.1016/s0040-4020(99)00881-9
• 作为产物：
  描述：

  1,8-萘二甲酸酐 、 二异丙胺 在 正丁基锂 作用下， 以 四氢呋喃 、 正己烷 为溶剂， 反应 3.33h， 以57%的产率得到8-[(diisopropylamino)carbonyl]-1-naphthoic acid
  参考文献：
  名称：

  Perilithiation and the synthesis of 8-substituted-1-naphthamides

  摘要：

  Attempted perilithiation of 1-naphthamides with their 2-positions blocked leads only to nucleophilic attack on the aromatic ring, but perilithiation of naphthalenes bearing l-substituents such as -NMe2 or -CH2NMe2 allows the synthesis of 8-substituted-1-naphthamides. The 8-CH2NMe2 substituents can be converted to carbonyl groups by Polonovski reactions; other 8-substituents may be introduced by using naphthalic anhydride as a starting material. (C) 1999 Published by Elsevier Science Ltd. All rights reserved.

  DOI：

  10.1016/s0040-4020(99)00881-9