1-(ethoxymethyl)-1,2,3,4-tetrahydroquinoline

• 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: 1-(ethoxymethyl)-1,2,3,4-tetrahydroquinoline
• 英文别名: 1-(ethoxymethyl)-3,4-dihydro-2H-quinoline
• 化学式: C₁₂H₁₇NO
• 分子量: 191.273
• InChiKey: XRNSEQZPDKXIFW-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  2.8
• 重原子数：
  14
• 可旋转键数：
  3
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.5
• 拓扑面积：
  12.5
• 氢给体数：
  0
• 氢受体数：
  2

反应信息

• 作为反应物：
  描述：

  1-(ethoxymethyl)-1,2,3,4-tetrahydroquinoline 在 borane-2-methyltetrahydrofuran complex 作用下， 以 四氢呋喃 为溶剂， 反应 1.0h， 以98%的产率得到1-甲基-1,2,3,4-四氢喹啉
  参考文献：
  名称：

  Novel Borane Reduction of Ether-Protected Aromatic Lactams

  摘要：

  Borane reduction of ether-protected aromatic lactams produces 1-alkyl-1,2,3,4-tetrahydroquinolines (5 and 6) in excellent yields. This reaction provides a novel one-pot tandem process for reduction of amide group and N-protected groups. Experimental results demonstrate that the reaction proceeds through two consecutive elimination and reductions via two C-O bond cleavages to form the foresaid products.

  DOI：

  10.1021/jo040103q
• 作为产物：
  描述：

  1,2,3,4-四氢喹啉 、 氯甲基乙醚 在 sodium hydride 作用下， 以 N,N-二甲基甲酰胺 为溶剂， 反应 1.5h， 以63%的产率得到1-(ethoxymethyl)-1,2,3,4-tetrahydroquinoline
  参考文献：
  名称：

  Novel Borane Reduction of Ether-Protected Aromatic Lactams

  摘要：

  Borane reduction of ether-protected aromatic lactams produces 1-alkyl-1,2,3,4-tetrahydroquinolines (5 and 6) in excellent yields. This reaction provides a novel one-pot tandem process for reduction of amide group and N-protected groups. Experimental results demonstrate that the reaction proceeds through two consecutive elimination and reductions via two C-O bond cleavages to form the foresaid products.

  DOI：

  10.1021/jo040103q

文献信息

• Novel Borane Reduction of Ether-Protected Aromatic Lactams
  作者：Wan-Ping Hu、Pei-Ching Tsai、Ming-Kuan Hsu、Jeh-Jeng Wang

  DOI：10.1021/jo040103q

  日期：2004.5.1

  Borane reduction of ether-protected aromatic lactams produces 1-alkyl-1,2,3,4-tetrahydroquinolines (5 and 6) in excellent yields. This reaction provides a novel one-pot tandem process for reduction of amide group and N-protected groups. Experimental results demonstrate that the reaction proceeds through two consecutive elimination and reductions via two C-O bond cleavages to form the foresaid products.