2-t-butylamino-1-(4-cyanophenyl)-1-(4-methoxyphenyl)propane

• 分子结构分类: 有机化合物 - 苯类化合物 - 苯和取代衍生物
• 英文名称: 2-t-butylamino-1-(4-cyanophenyl)-1-(4-methoxyphenyl)propane
• 英文别名: 4-[2-(Tert-butylamino)-1-(4-methoxyphenyl)propyl]benzonitrile；4-[2-(tert-butylamino)-1-(4-methoxyphenyl)propyl]benzonitrile
• 化学式: C₂₁H₂₆N₂O
• 分子量: 322.45
• InChiKey: OWZIDFTUHHIZRH-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  4.3
• 重原子数：
  24
• 可旋转键数：
  6
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.38
• 拓扑面积：
  45
• 氢给体数：
  1
• 氢受体数：
  3

反应信息

• 作为产物：
  描述：

  对苯二腈 、 异丁胺 、 茴香烯 以 水 、 乙腈 为溶剂， 反应 3.0h， 以29%的产率得到2-t-butylamino-1-(4-cyanophenyl)-1-(4-methoxyphenyl)propane
  参考文献：
  名称：

  Photoinduced nucleophilic addition of ammonia and alkylamines to methoxy-substituted styrene derivatives

  摘要：

  The photoaminations of trans-1-arylpropenes (aryl = 2-methoxyphenyl (1), 3-methoxyphenyl (2), 3,4-dimethoxyphenyl (3), and 4-methoxyphenyl (4)) with NH3, i-PrNH2, and t-BuNH(2) (RNH(2)) in the presence of p-dicyanobenzene (p-DCB) gave 2-alkylamino-1-arylpropanes (9) and/or 2-alkylamino-1-aryl-1-(4-cyanophenyl)propanes (10). The photoaminations of 1,2-dihydro-7-methoxynaphthalenes (6-8) with RNH(2) in the presence of p-DCB gave mainly 2-alkylamino-1-(4-cyanophenyl)-6-methoxy-1,2,3,4-tetrahydronaphthalenes (13). The photoamination of trans-1-(3,5-dimethoxyphenyl)propene (5) with i-PrNH2 occurred at aromatic ring to give trans-1-(2-isopropylamino-3,5-dimethoxyphenyl)propene (11). The photoaminations of 1-4 and 6-8 with NH3 in the presence of m-dicyanobenzene gave the aminated products without incorporation of cyanophenyl group. Furthermore, the addition of 1,3,5-triphenylbenzene and m-terphenyl for these reactions improved the yields of the photoaminated products.

  DOI：

  10.1016/s0040-4020(01)85505-8

文献信息

• Photoinduced nucleophilic addition of ammonia and alkylamines to methoxy-substituted styrene derivatives
  作者：Toshiaki Yamashita、Masahide Yasuda、Toshihiro Isami、Kimiko Tanabe、Kensuke Shima

  DOI：10.1016/s0040-4020(01)85505-8

  日期：——

  The photoaminations of trans-1-arylpropenes (aryl = 2-methoxyphenyl (1), 3-methoxyphenyl (2), 3,4-dimethoxyphenyl (3), and 4-methoxyphenyl (4)) with NH3, i-PrNH2, and t-BuNH(2) (RNH(2)) in the presence of p-dicyanobenzene (p-DCB) gave 2-alkylamino-1-arylpropanes (9) and/or 2-alkylamino-1-aryl-1-(4-cyanophenyl)propanes (10). The photoaminations of 1,2-dihydro-7-methoxynaphthalenes (6-8) with RNH(2) in the presence of p-DCB gave mainly 2-alkylamino-1-(4-cyanophenyl)-6-methoxy-1,2,3,4-tetrahydronaphthalenes (13). The photoamination of trans-1-(3,5-dimethoxyphenyl)propene (5) with i-PrNH2 occurred at aromatic ring to give trans-1-(2-isopropylamino-3,5-dimethoxyphenyl)propene (11). The photoaminations of 1-4 and 6-8 with NH3 in the presence of m-dicyanobenzene gave the aminated products without incorporation of cyanophenyl group. Furthermore, the addition of 1,3,5-triphenylbenzene and m-terphenyl for these reactions improved the yields of the photoaminated products.