1-(2-anilinoethyl)naphtalene | 119521-90-3

• 分子结构分类: 有机化合物 - 苯类化合物 - 萘
• 英文名称: 1-(2-anilinoethyl)naphtalene
• 英文别名: N-(2-(naphthalen-1-yl)ethyl)benzenamine；N-(2-naphthalen-1-ylethyl)aniline
• CAS: 119521-90-3
• 化学式: C₁₈H₁₇N
• 分子量: 247.34
• InChiKey: DUQTTZBITACYIH-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  5.5
• 重原子数：
  19
• 可旋转键数：
  4
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.11
• 拓扑面积：
  12
• 氢给体数：
  1
• 氢受体数：
  1

反应信息

• 作为反应物：
  描述：

  1-(2-anilinoethyl)naphtalene 生成 甲基萘
  参考文献：
  名称：

  SUGIMOTO, AKIRA;YAMANO, JUNZO;YASUEDA, MASAHIRO;YONEDA, SHIGEO, J. CHEM. SOC. PERKIN TRANS. PT 1,(1988) N 9, C. 2579-2584

  摘要：

  DOI：
• 作为产物：
  描述：

  2-naphthalen-1-yl-N-phenylacetamide 在 四氯化钛 、 magnesium 作用下， 以 四氢呋喃 为溶剂， 以86%的产率得到1-(2-anilinoethyl)naphtalene
  参考文献：
  名称：

  方便，通用地将酰胺还原为低价钛的胺

  摘要：

  AbstractLow‐valent titanium readily prepared in situ from TiCl4 and Mg powder in THF is found to be an active agent for the reduction of amides which were previously considered to be inert towards low‐valent titanium. The reaction proceeds under very mild conditions, and is applicable to all types of amides, primary, secondary and tertiary, to produce the corresponding amines in good to excellent yields. This new finding provides a practical, convenient and general method for the important transformation of amides to amines. A plausible reaction mechanism is proposed.magnified image

  DOI：

  10.1002/adsc.201300355

文献信息

• Preparation and chemical behaviour of exo-methylene compounds: isoelectronic compounds of 5-methylenecyclohexa-1,3-diene
  作者：Akira Sugimoto、Junzo Yamano、Masahiro Yasueda、Shigeo Yoneda

  DOI：10.1039/p19880002579

  日期：——

  Some exo-methylene compounds such as 9-methylene-9,10-dihydrophenanthrene (2) were photolytically prepared and their chemical behaviour was investigated. Treatment of (2) with acid (CF3CO2H) or base (–OBut) led to the formation of 9-methylphenanthrene, with bromine to 9-bromomethylphenanthrene. Reaction with dimethyl acetylenedicarboxylate did not give Diels–Alder adduct but gave an ene adduct. Treatment

  通过光解法制备了一些外亚甲基化合物，如9-亚甲基-9,10-二氢菲（2），并对其化学行为进行了研究。的（治疗2用酸）（CF 3 CO 2 H）或碱（- OBU吨）导致形成9-甲基菲的，与溴至9 bromomethylphenanthrene。与乙炔二羧酸二甲酯反应不会生成狄尔斯-阿尔德加合物，而会生成烯加合物。用乙撑四甲腈处理也得到了烯加合物。与卡宾或类胡萝卜素反应，得到9,10-二氢菲-9-螺环丙烷。检查了与乙撑四乙腈的反应是否存在其他外显子-亚甲基化合物，1-亚甲基-1,2-二氢萘和2-亚甲基-2,3-二氢苯并[ b ]噻吩。除与卡宾的反应外，芳构化可能是这些外亚甲基化合物的反应的原因。
• SUGIMOTO, AKIRA;YAMANO, JUNZO;YASUEDA, MASAHIRO;YONEDA, SHIGEO, J. CHEM. SOC. PERKIN TRANS. PT 1,(1988) N 9, C. 2579-2584
  作者：SUGIMOTO, AKIRA、YAMANO, JUNZO、YASUEDA, MASAHIRO、YONEDA, SHIGEO

  DOI：——

  日期：——
• A Convenient and General Reduction of Amides to Amines with Low-Valent Titanium
  作者：Tongxin Zhang、Yan Zhang、Weixi Zhang、Meiming Luo

  DOI：10.1002/adsc.201300355

  日期：2013.10.11

  AbstractLow‐valent titanium readily prepared in situ from TiCl4 and Mg powder in THF is found to be an active agent for the reduction of amides which were previously considered to be inert towards low‐valent titanium. The reaction proceeds under very mild conditions, and is applicable to all types of amides, primary, secondary and tertiary, to produce the corresponding amines in good to excellent yields. This new finding provides a practical, convenient and general method for the important transformation of amides to amines. A plausible reaction mechanism is proposed.magnified image