4-Methyl-2,2-dipropyl-1,2-dihydro-quinoline

• 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: 4-Methyl-2,2-dipropyl-1,2-dihydro-quinoline
• 英文别名: 4-methyl-2,2-dipropyl-1H-quinoline
• 化学式: C₁₆H₂₃N
• 分子量: 229.365
• InChiKey: YCPQKFACWAYLRN-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  4.5
• 重原子数：
  17
• 可旋转键数：
  4
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.5
• 拓扑面积：
  12
• 氢给体数：
  1
• 氢受体数：
  1

反应信息

• 作为产物：
  描述：

  4-庚酮 、 2-异丙烯苯基苯胺 在 三氟化硼乙醚 作用下， 以 甲苯 为溶剂， 反应 20.0h， 以67%的产率得到4-Methyl-2,2-dipropyl-1,2-dihydro-quinoline
  参考文献：
  名称：

  Lewis-acid catalyzed reaction of 2-isopropenylaniline with ketones: Improved synthesis of 2,2,4-trisubstituted 1,2-dihydroquinolines

  摘要：

  The BF3. OEt2-mediated reaction of 2-isopropenylaniline with a variety of ketones to form 2,2,4-trisubstituted 1,2-dihydroquinolines was studied. Treatment of 2-isopropenylaniline with a number of different ketones in the presence of BF3. OEt2 in toluene at elevated temperatures afforded cleanly and in moderate to excellent yields the requisite 2,2,4-trisubstituted dihydroquinolines. Sterically hindered and/or cyclopropyl ketones failed to afford the desired products. (C) 1998 Elsevier Science Ltd. All rights reserved.

  DOI：

  10.1016/s0040-4039(98)01010-7

文献信息

• US6001846A
  申请人：——

  公开号：US6001846A

  公开（公告）日：1999-12-14
• US6172241B1
  申请人：——

  公开号：US6172241B1

  公开（公告）日：2001-01-09
• US6180794B1
  申请人：——

  公开号：US6180794B1

  公开（公告）日：2001-01-30
• Lewis-acid catalyzed reaction of 2-isopropenylaniline with ketones: Improved synthesis of 2,2,4-trisubstituted 1,2-dihydroquinolines
  作者：James P. Edwards、Josef D. Ringgenberg、Todd K. Jones

  DOI：10.1016/s0040-4039(98)01010-7

  日期：1998.7

  The BF3. OEt2-mediated reaction of 2-isopropenylaniline with a variety of ketones to form 2,2,4-trisubstituted 1,2-dihydroquinolines was studied. Treatment of 2-isopropenylaniline with a number of different ketones in the presence of BF3. OEt2 in toluene at elevated temperatures afforded cleanly and in moderate to excellent yields the requisite 2,2,4-trisubstituted dihydroquinolines. Sterically hindered and/or cyclopropyl ketones failed to afford the desired products. (C) 1998 Elsevier Science Ltd. All rights reserved.