9-benzyloxy-3-methyl-3,4,5,6-tetrahydro-1H-benzo[h]quinolin-2-one | 709648-28-2

• 分子结构分类: 有机化合物 - 苯类化合物 - 萘
• 英文名称: 9-benzyloxy-3-methyl-3,4,5,6-tetrahydro-1H-benzo[h]quinolin-2-one
• 英文别名: 3-methyl-9-phenylmethoxy-3,4,5,6-tetrahydro-1H-benzo[h]quinolin-2-one
• CAS: 709648-28-2
• 化学式: C₂₁H₂₁NO₂
• 分子量: 319.403
• InChiKey: SQAWWARWRYFMCR-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3.5
• 重原子数：
  24
• 可旋转键数：
  3
• 环数：
  4.0
• sp3杂化的碳原子比例：
  0.29
• 拓扑面积：
  38.3
• 氢给体数：
  1
• 氢受体数：
  2

反应信息

• 作为反应物：
  描述：

  9-benzyloxy-3-methyl-3,4,5,6-tetrahydro-1H-benzo[h]quinolin-2-one 在 palladium on activated charcoal 氢气 、 三乙胺 作用下， 以 乙醇 、 N,N-二甲基甲酰胺 为溶剂， 20.0 ℃ 、100.0 kPa 条件下， 反应 16.5h， 生成 trifluoromethanesulfonic acid 3-methyl-2-oxo-1,2,3,4,4a,5,6,10b-octahydro-1H-benzo[h]quinolin-9-yl ester
  参考文献：
  名称：

  Synthesis and study of a heterocyclic receptor designed for carboxylic acids

  摘要：

  The synthesis of a tricyclic receptor having a bowl shape and three binding points for carboxylic acids has been achieved starting from readily available 1-tetralone derivatives according to two different methods. This host possesses a six-membered lactam moiety and a carboxamide at the end of a flexible arm. Association constant with benzoic acid and stoichiometry of the complex have been determined using H-1 NMR dilution experiments. (C) 2004 Published by Elsevier Ltd.

  DOI：

  10.1016/j.tet.2004.03.045
• 作为产物：
  描述：

  7-苄氧基-1-萘满酮 、 甲基丙烯酰胺 在 正硅酸甲酯 、 cesium fluoride 作用下， 反应 5.0h， 以40%的产率得到9-benzyloxy-3-methyl-3,4,5,6-tetrahydro-1H-benzo[h]quinolin-2-one
  参考文献：
  名称：

  Synthesis and study of a heterocyclic receptor designed for carboxylic acids

  摘要：

  The synthesis of a tricyclic receptor having a bowl shape and three binding points for carboxylic acids has been achieved starting from readily available 1-tetralone derivatives according to two different methods. This host possesses a six-membered lactam moiety and a carboxamide at the end of a flexible arm. Association constant with benzoic acid and stoichiometry of the complex have been determined using H-1 NMR dilution experiments. (C) 2004 Published by Elsevier Ltd.

  DOI：

  10.1016/j.tet.2004.03.045

文献信息

• Synthesis and study of a heterocyclic receptor designed for carboxylic acids
  作者：Gregory Moore、Cyril Papamicaël、Vincent Levacher、Jean Bourguignon、Georges Dupas

  DOI：10.1016/j.tet.2004.03.045

  日期：2004.5

  The synthesis of a tricyclic receptor having a bowl shape and three binding points for carboxylic acids has been achieved starting from readily available 1-tetralone derivatives according to two different methods. This host possesses a six-membered lactam moiety and a carboxamide at the end of a flexible arm. Association constant with benzoic acid and stoichiometry of the complex have been determined using H-1 NMR dilution experiments. (C) 2004 Published by Elsevier Ltd.