3-hydroxy-1-phenyl-1,2,3,4-tetrahydroquinoline | 3297-75-4

• 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: 3-hydroxy-1-phenyl-1,2,3,4-tetrahydroquinoline
• 英文别名: 1-Phenyl-1,2,3,4-tetrahydroquinolin-3-ol；1-phenyl-3,4-dihydro-2H-quinolin-3-ol
• CAS: 3297-75-4
• 化学式: C₁₅H₁₅NO
• 分子量: 225.29
• InChiKey: QIUKNCLOOBFEAK-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3
• 重原子数：
  17
• 可旋转键数：
  1
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.2
• 拓扑面积：
  23.5
• 氢给体数：
  1
• 氢受体数：
  2

安全信息

• 海关编码：
  2933499090

反应信息

• 作为反应物：
  描述：

  3-hydroxy-1-phenyl-1,2,3,4-tetrahydroquinoline 在 三氯化铁 作用下， 以 氯仿 为溶剂， 反应 0.5h， 以74%的产率得到1,1'-diphenyl-1,2,3,4,1',2',3',4'-octahydro-6,6'-biquinolinyl-3,3'-diol
  参考文献：
  名称：

  Synthesis of a Bifunctional 1,1′-Diphenyl-1,2,3,4-tetrahydroquinoline Derivative: 1,1′-Diphenyl-1,2,3,4,1′,2′,3′,4′-octahydro-6,6′-biquinolinyl-3,3′-diol

  摘要：

  Intramolecular cyclization of N,N'-di(3-chloro-2-hydroxy)propyl-N,N'-diphenylbenzidine occurs to give bis-1,2,3,4-tetrahydroquinoline derivative 1,1'-diphenyl-1,2,3,4,1',2',3',4'-octahydro-6,6'-biquinolinyl-3,3'-diol.

  DOI：

  10.1007/s00706-007-0735-x
• 作为产物：
  描述：

  N-(2,3-epoxypropyl)diphenylamine 反应 30.0h， 以53.1%的产率得到3-hydroxy-1-phenyl-1,2,3,4-tetrahydroquinoline
  参考文献：
  名称：

  Novel method for synthesis of 3-hydroxy-1-phenyl-1,2,3,4-tetrahydroquinoline

  摘要：

  DOI：

  10.1007/s10593-006-0059-5

文献信息

• Copper(II)-Catalyzed Aminooxygenation and Carboamination of N-Aryl-2-allylanilines
  作者：Eric S. Sherman、Sherry R. Chemler

  DOI：10.1002/adsc.200800705

  日期：2009.2

  The scope of the intramolecular copper(II)-catalyzed carboamination and aminooxygenation reactions of olefins has been extended to include N-aryl-2-allylanilines. These substrates exhibit divergent reactivity under catalytic vs. stoichiometric conditions.

  分子内铜 (II) 催化的烯烃碳胺化和氨基氧化反应的范围已扩展到包括 N-芳基-2-烯丙胺。这些底物在催化与化学计量条件下表现出不同的反应性。
• Titanocene(III)-Catalyzed Formation of Indolines and Azaindolines
  作者：Peter Wipf、John P. Maciejewski

  DOI：10.1021/ol801860s

  日期：2008.10.2

  Reductive cyclization of epoxides tethered to substituted anilines and aminopyridines in the presence of 3 mol % of titanocene dichloride and stoichiometric manganese metal promotes a radical annulation to form 3,3-disubstituted indolines and azaindolines.
• MacIejewski, John P.; Wipf, Peter, ARKIVOC, 2011, vol. 2011, # 6, p. 92 - 119
  作者：MacIejewski, John P.、Wipf, Peter

  DOI：——

  日期：——
• Synthesis and thermal reactions of N-(2,3-epoxypropyl)diphenylamine
  作者：B. Barvainiene、A. Stanisauskaite、V. Getautis

  DOI：10.1007/s10593-007-0117-7

  日期：2007.6
• Hydrazones Possessing a Phenyl-1,2,3,4-tetrahydroquinoline Moiety as Hole Transporting Materials
  作者：Vytautas Getautis、Albina Stanisauskaite、Tadas Malinauskas、Jolanta Stumbraite、Valentas Gaidelis、Vygintas Jankauskas

  DOI：10.1007/s00706-006-0529-6

  日期：2006.11

  Hydrazones containing 1-phenyl-1,2,3,4-tetrahydroquinoline units were synthesized starting from diphenylamine. These compounds were found to constitute novel hole transporting materials and were characterized by the time of flight method. The hole drift mobility in these compounds exceeds 10(-6) cm(2) V-1 s(-1) at an electric field of 10(6) V cm(-1).