2-phenyl-7-dimethylamino-1,2,3,4-tetrahydroquinoline | 1242160-45-7

• 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: 2-phenyl-7-dimethylamino-1,2,3,4-tetrahydroquinoline
• 英文别名: N,N-dimethyl-2-phenyl-1,2,3,4-tetrahydroquinolin-7-amine
• CAS: 1242160-45-7
• 化学式: C₁₇H₂₀N₂
• 分子量: 252.359
• InChiKey: FYQUJHGYENEINK-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3.9
• 重原子数：
  19
• 可旋转键数：
  2
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.29
• 拓扑面积：
  15.3
• 氢给体数：
  1
• 氢受体数：
  2

反应信息

• 作为产物：
  描述：

  (E)-3-(4-(dimethylamino)-2-nitrophenyl)-1-phenylprop-2-en-1-one 在 palladium on carbon 、 氢气 作用下， 以 二氯甲烷 为溶剂， 20.0 ℃ 、121.6 kPa 条件下， 反应 20.0h， 以77%的产率得到2-phenyl-7-dimethylamino-1,2,3,4-tetrahydroquinoline
  参考文献：
  名称：

  Hydrogenation of ortho-nitrochalcones over Pd/C as a simple access to 2-substituted 1,2,3,4-tetrahydroquinolines

  摘要：

  The preparation of some 2-substituted-1,2,3,4-tetrahydroquinoline has been achieved by the one-pot reductive intramolecular cyclization of ortho-nitrochalcones with gaseous hydrogen in the presence of a Pd/C catalyst and the best selectivity was observed using CH2Cl2 as solvent. The method is operationally simple and versatile since ortho-nitrocalchones are easily accessible by Claisen-Schmidt condensation of 2-nitrobenzaldehydes and enolizable ketones. Selected examples on structurally different substrates have been considered and a novel tetrahydroquinoline and a benzo[h]tetrahydroquinoline were prepared and characterised. (C) 2010 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.tet.2010.05.090