1-Methyl-3-phenyl-1,2,3,4-tetrahydroquinoline | 172470-80-3

• 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-Methyl-3-phenyl-1,2,3,4-tetrahydroquinoline
• 英文别名: 1-Methyl-3-phenyl-1,2,3,4-tetrahydro-chinolin；1-methyl-3-phenyl-3,4-dihydro-2H-quinoline
• CAS: 172470-80-3
• 化学式: C₁₆H₁₇N
• 分子量: 223.318
• InChiKey: OWQBHDIZRGIVPW-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3.8
• 重原子数：
  17
• 可旋转键数：
  1
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.25
• 拓扑面积：
  3.2
• 氢给体数：
  0
• 氢受体数：
  1

反应信息

• 作为反应物：
  描述：

  聚合甲醛 、 1-Methyl-3-phenyl-1,2,3,4-tetrahydroquinoline 在 盐酸 作用下， 生成 bis-(1-methyl-3-phenyl-1,2,3,4-tetrahydro-[6]quinolyl)-methane
  参考文献：
  名称：

  v.Braun; Seemann; Schultheiss, Chemische Berichte, 1922, vol. 55, p. 3809

  摘要：

  DOI：
• 作为产物：
  描述：

  1,1-Dimethyl-3-phenyl-1,2,3,4-tetrahydro-chinolinium; Jodid 生成 1-Methyl-3-phenyl-1,2,3,4-tetrahydroquinoline
  参考文献：
  名称：

  v.Braun; Seemann; Schultheiss, Chemische Berichte, 1922, vol. 55, p. 3809

  摘要：

  DOI：

文献信息

• A Versatile Method for the Preparation of Substituted 1,2,3,4-Tetrahydroquinolines
  作者：Alan R. Katritzky、Bogumila Rachwal、Stanislaw Rachwal

  DOI：10.1021/jo00128a041

  日期：1995.11

  N-Alkyl-N-aryl-1H-benzotriazole-1-methanamines 1 react with acetaldehyde to give 4-(benzotriazol-1-yl)-1,2,3,4-tetrahydroquinolines 11 in good yields along with minor amounts of diamines 12. Reactions of 1 with higher enolizable aldehydes R(1)CH(2)CHO lead to 4-(benzotriazol-1-yl)tetrahydroquinolines with an R(1) substituent at C-3 (17, 18). Condensation of N-methylaniline with two molecules of aldehyde RCH(2)CHO and one molecule of benzotriazole produces 4-(benzotriazol-1-yl)-1,2,3,4-tetrahydroquinolines 34 bearing an R substituent at C-3 and RCH(2) on C-2. In all of these products, the benzotriazol-1-yl moiety can be replaced by a hydrogen atom (by reduction with lithium aluminum hydride) or by an alkyl or aryl group (by reaction with a Grignard reagent). Treatment of 11 with sodium alkoxides leads to 4-alkoxy-1,2,3,4-tetrahydroquinolines 10. Elimination of a molecule of nitrogen from the benzotriazole system of 4-(benzotriazol-1-yl)-1,2,3,4-tetrahydroquinolines 17, 18, and 35 by sodium hydride produces the corresponding 4-(phenylamino)-1,2-dihydroquinolines 26 (R(1) = alkyl) or 4-(phenylimino)-1,2,3,4-tetrahydroquinolines 27 and 38 (R = Ph), depending on the nature of the substituents at C-3 and the workup conditions.
• v.Braun; Seemann; Schultheiss, Chemische Berichte, 1922, vol. 55, p. 3809
  作者：v.Braun、Seemann、Schultheiss

  DOI：——

  日期：——