Benzyl-[1-(2,4,6-trimethoxy-phenyl)-meth-(E)-ylidene]-amine | 175349-95-8

• 分子结构分类: 有机化合物 - 苯类化合物 - 苯酚醚
• 英文名称: Benzyl-[1-(2,4,6-trimethoxy-phenyl)-meth-(E)-ylidene]-amine
• 英文别名: (E)-N-Benzyl-1-(2,4,6-trimethoxyphenyl)methanimine；N-benzyl-1-(2,4,6-trimethoxyphenyl)methanimine
• CAS: 175349-95-8
• 化学式: C₁₇H₁₉NO₃
• 分子量: 285.343
• InChiKey: GWYLZOFAYJLAOA-UHFFFAOYSA-N

物化性质

• 沸点：
  444.2±45.0 °C(Predicted)
• 密度：
  1.05±0.1 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  3.1
• 重原子数：
  21
• 可旋转键数：
  6
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.24
• 拓扑面积：
  40
• 氢给体数：
  0
• 氢受体数：
  4

反应信息

• 作为反应物：
  描述：

  Benzyl-[1-(2,4,6-trimethoxy-phenyl)-meth-(E)-ylidene]-amine 在 硫酸 、 lithium diisopropyl amide 作用下， 以 四氢呋喃 为溶剂， 反应 4.5h， 生成 Methyl 3-(benzylamino)-2,2-dideuterio-3-(2,4,6-trimethoxyphenyl)propanoate
  参考文献：
  名称：

  Synthesis of α,α-dideutero-β-amino esters

  摘要：

  A straight forward entry to alpha,alpha-dideutero-beta-amino esters starting from the corresponding imines and deuterated acetonitrile has been developed involving a two-step process. (C) 2012 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.tetlet.2012.01.004
• 作为产物：
  描述：

  N-苄基-1-(4-溴苯基)甲亚胺 在 硫酸 、 palladium on activated charcoal 、 甲酸铵 、 potassium carbonate 、 lithium diisopropyl amide 作用下， 以 四氢呋喃 、 甲醇 为溶剂， 反应 4.5h， 生成 Benzyl-[1-(2,4,6-trimethoxy-phenyl)-meth-(E)-ylidene]-amine
  参考文献：
  名称：

  Synthesis of α,α-dideutero-β-amino esters

  摘要：

  A straight forward entry to alpha,alpha-dideutero-beta-amino esters starting from the corresponding imines and deuterated acetonitrile has been developed involving a two-step process. (C) 2012 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.tetlet.2012.01.004

文献信息

• One-Pot Reductive N-Alkylation with Carbonyl Compounds To Give Tertiary Amines via Borane Reduction of Imines
  作者：Tetsuo Ohta、Masashi Tokizane、Kaori Sato、Yuki Sakami、Yoichiro Imori、Chika Matsuo、Yoshihiko Ito

  DOI：10.1055/s-0029-1217076

  日期：2010.1

  borane-mediated reduction of imines and reductive N-alkylation with carbonyl compounds is described. This protocol’s reducing agent is only borane in the reduction of imines, and additional reductant is not necessary in reductive N-alkylation step. When using more than two equivalents of aldehydes, reductive N-alkylation proceeded in good yield. reductive N-alkylation - borane reduction - imines - tertiary

  描述了通过硼烷介导的亚胺还原和羰基化合物的还原性N-烷基化来一锅合成叔胺。该方案的还原剂在亚胺的还原中仅是硼烷，在还原性N-烷基化步骤中不需要其他还原剂。当使用多于两个当量的醛时，还原性N-烷基化以良好的产率进行。 还原性N-烷基化-硼烷还原-亚胺-叔胺-一锅反应
• Steric and electronic effects on the regioselective formation of platinum(II) metallacycles: crystal structure of [PtMe(3-MeC6H3CHNCH2C6H5)(PPh3)]
  作者：Margarita Crespo、Xavier Solans、Mercè Font-Bardía

  DOI：10.1016/0022-328x(96)83109-3

  日期：1996.2

  The reaction of [Pt(2)Me(4)(mu-SMe(2))(2)] (1) with imines 3,4-(OMe)(2)C6H3CH=NCH(2)Ph (2c) and 3-MeC(6)H(6)CH=NCH(2)Ph (2e) yields cyclometallated compounds [PtMe(3,4-(OMe)(2)C6H2CH=NCH(2)Ph)(SMe(2))] (4c) and [PtMe(3-MeC(6)H(3)CH=NCH(2)Ph)(SMe(2))] (4e) arising from selective metallation at the less hindered of the two non-equivalent ortho positions of the aryl ring, followed by loss of methane. These compounds react with PPh(3) to give cyclometallated compounds [PtMe(3,4-(OMe)(2)C6H2CH=NCH(2)Ph)(PPh(3))] (5c) and [PtMe(3-MeC(6)H(3)CH=NC(2)Ph)(PPh(3))] (5e). Imines 2,4,6-(OMe)(3)C6H2CH=NCH(2)Ph (2a), 3,5-(OMe)(2)C6H3CH=NCH(2)Ph (2b) and 2,5-Me(2)C(6)H(3)CH=NCH(2)Ph (2d) coordinate to platinum through the nitrogen atom to yield compounds [PtMe(2)(ArCH=NCH(2)Ph)(SMe(2))] (3) but fail to produce cyclometallated compounds.
• Synthesis of α,α-dideutero-β-amino esters
  作者：S. Chandrasekhar、Mrunal Pendke、Chandrashekar Muththe、Srirama Murthy Akondi、Prathama S. Mainkar

  DOI：10.1016/j.tetlet.2012.01.004

  日期：2012.3

  A straight forward entry to alpha,alpha-dideutero-beta-amino esters starting from the corresponding imines and deuterated acetonitrile has been developed involving a two-step process. (C) 2012 Elsevier Ltd. All rights reserved.