12-(2,3-dimethoxyphenyl)-9,9-dimethyl-8,9,10,12-tetrahydro-7H-benzo[α]acridin-11-one | 313970-24-0

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 喹啉及其衍生物
• 英文名称: 12-(2,3-dimethoxyphenyl)-9,9-dimethyl-8,9,10,12-tetrahydro-7H-benzo[α]acridin-11-one
• 英文别名: 12-(2,3-dimethoxyphenyl)-9,9-dimethyl-8,9,10,12-tetrahydrobenzo[a]acridin-11(7H)-one；12-(2,3-dimethoxyphenyl)-9,9-dimethyl-7,8,10,12-tetrahydrobenzo[a]acridin-11-one
• CAS: 313970-24-0
• 化学式: C₂₇H₂₇NO₃
• 分子量: 413.516
• InChiKey: DYJKHIMBKCKINF-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  5.6
• 重原子数：
  31
• 可旋转键数：
  3
• 环数：
  5.0
• sp3杂化的碳原子比例：
  0.3
• 拓扑面积：
  47.6
• 氢给体数：
  1
• 氢受体数：
  4

反应信息

• 作为产物：
  描述：

  5,5-二甲基-1,3-环己二酮 、 2-萘胺 、 2,3-二甲氧基苯甲醛 在 glucose per-O-sulfate 作用下， 以 水 为溶剂， 反应 5.0h， 以93%的产率得到12-(2,3-dimethoxyphenyl)-9,9-dimethyl-8,9,10,12-tetrahydro-7H-benzo[α]acridin-11-one
  参考文献：
  名称：

  The first example of glucose-containing Brønsted acid synthesis and catalysis: efficient synthesis of tetrahydrobenzo[α]xanthens and tetrahydrobenzo[α]acridines in water

  摘要：

  Glucose sulfonic acid (GSA) was synthesized for the first time and used as an efficient catalyst for the preparation of tetrahydrobenzo[alpha]xanthens and tetrahydrobenzo[alpha]acridines via the reaction of aromatic aldehydes, 2-naphthol (or beta-naphthylamine), and dimedone in water. Up to four new bonds and one new ring were formed in one-pot with water as the only by-product in these two reactions. The work opens up a new and efficient synthesis and application of sugar-containing Bronsted acid. (C) 2013 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.tet.2013.03.029