N-(R)-(3,7-Dimethyl-6-octenylidene)aniline | 148287-78-9

• 分子结构分类: 有机化合物 - 脂质和类脂质分子 - 异戊烯醇脂质
• 英文名称: N-(R)-(3,7-Dimethyl-6-octenylidene)aniline
• 英文别名: ((R)-3.7-dimethyl-octen-(6)-yliden)-aniline；((R)-3.7-Dimethyl-octen-(6)-yliden)-anilin；(R)-Citronellal-phenylimin；N-(3,7-dimethyl-6-octenylidene)aniline；(3R)-3,7-dimethyl-N-phenyloct-6-en-1-imine
• CAS: 148287-78-9
• 化学式: C₁₆H₂₃N
• 分子量: 229.365
• InChiKey: YISAHFPSGNFFAI-OAHLLOKOSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  4.8
• 重原子数：
  17
• 可旋转键数：
  6
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.44
• 拓扑面积：
  12.4
• 氢给体数：
  0
• 氢受体数：
  1

反应信息

• 作为产物：
  描述：

  (+)-香茅醛 、 苯胺 生成 N-(R)-(3,7-Dimethyl-6-octenylidene)aniline
  参考文献：
  名称：

  West, Journal of the Society of Chemical Industry, 1942, vol. 61, p. 158

  摘要：

  DOI：

文献信息

• West, Journal of the Society of Chemical Industry, 1942, vol. 61, p. 158
  作者：West

  DOI：——

  日期：——
• Intramolecular hetero-Diels-Alder reaction of N-arylimines. Applications to the synthesis of octahydroacridine derivatives
  作者：Sabine Laschat、Juergen Lauterwein

  DOI：10.1021/jo00062a033

  日期：1993.5

  A new intramolecular Lewis acid catalyzed hetero-Diels-Alder reaction of N-arylimines 5 with nonactivated olefins tethered to the 2-azadiene system was developed in order to prepare 1,2,3,4,-4a,9,9a,10-octahydroacridine derivatives 6. Both reactivity and cis/trans selectivity of 6 were mainly dependent on the substitution pattern in the 3-position of the cyclization precursor 5. The type of Lewis acid plays only a minor role in determination of the cis/trans ratio. The synthetic utility of this new cyclization was increased by performing it as a one-pot reaction (3+4-->6). Both absolute configuration and preferred conformation were assigned by detailed NMR studies.