(2,3-二甲氧基苯基)甲基-(苯基甲基)铵 | 128349-14-4

• 分子结构分类: 有机化合物 - 苯类化合物 - 苯和取代衍生物
• 中文名称: (2,3-二甲氧基苯基)甲基-(苯基甲基)铵
• 英文名称: Benzyl-(2,3-dimethoxy-benzyl)-amine
• 英文别名: N-[(2,3-dimethoxyphenyl)methyl]-1-phenylmethanamine
• CAS: 128349-14-4
• 化学式: C₁₆H₁₉NO₂
• mdl: MFCD03724406
• 分子量: 257.332
• InChiKey: OBJCCOMMARAKOI-UHFFFAOYSA-N

物化性质

• 沸点：
  362.4±32.0 °C(Predicted)
• 密度：
  1.073±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  2.7
• 重原子数：
  19
• 可旋转键数：
  6
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.25
• 拓扑面积：
  30.5
• 氢给体数：
  1
• 氢受体数：
  3

安全信息

• 危险等级：
  IRRITANT
• 危险品标志：
  Xi
• 海关编码：
  2922199090

反应信息

• 作为反应物：
  描述：

  (2,3-二甲氧基苯基)甲基-(苯基甲基)铵 在 sodium tungstate 、 盐酸羟胺 、 双氧水 作用下， 以 甲醇 、 乙醚 为溶剂， 反应 5.0h， 生成 2,3-二甲氧基苯甲醛肟
  参考文献：
  名称：

  One‐Pot Synthesis and Hydroxylaminolysis of Asymmetrical Acyclic Nitrones

  摘要：

  Aromatic aldehydes 1 were reductively aminated to the corresponding secondary amines 2 using NaBH4 in methanol in good yields. Amines 2 were oxidized with H2O2-WO42- regioselectively to nitrones 3, the structures of which were easily determined by reacting them with hydroxylamine hydrochloride as well as by spectral means. The products of hydroxylaminolysis in ether proved to be the corresponding benzaldehyde oximes 4 and benzyl or methyl hydroxylamine hydrochlorides 5.

  DOI：

  10.1080/00397910500191169
• 作为产物：
  描述：

  N-(2,3-dimethoxybenzylidene)-1-phenylmethanamine 在 钾硼氢 作用下， 以 甲醇 为溶剂， 反应 1.5h， 生成 (2,3-二甲氧基苯基)甲基-(苯基甲基)铵
  参考文献：
  名称：

  Synthesis of 7,12-Dihydro-12-phenyl-5H-6,12-methanodibenz[c,f]azocines via N,N-Dibenzylphenacylamines

  摘要：

  N,N-Dibenzylphenacylamines (1) were prepared in high yields by a one-pot reaction and cyclized at room temperature to give 7,12-dihydro-l2-phenyl-5H-6,1 2-methanodibenz[c,f]azocines in high yields. 95% H2SO4 or 70% HClO4 was used as cycIization catalysts. The double-cyclization proceeds smoothly in the cases where electron-donating groups are present in both benzene ring. N-2,3-dimethoxybenzyl-N-benzylphenacylamine (1f) gave the corresponding N-benzyl-1,2-dihydro-4-phenylisoquinoline on treatment with 95% H2SO4 while N-3,4-Dimethoxybenzyl-N-benzylphenacylamine (1a) at the same reaction conditions and reaction time cyclized to the corresponding dibenzazocine. However 1a gave the corresponding dihydroisoquinoline which disproportionates to give N-benzyl-1,2,3,4-tetrahydro-4-phenylisoquinoline and N-benzyl-4-phenylisoquinolinium when treated with 70% perchloric acid al room temperature.

  DOI：

  10.3987/com-97-7986

文献信息

• US5621103A
  申请人：——

  公开号：US5621103A

  公开（公告）日：1997-04-15
• One‐Pot Synthesis and Hydroxylaminolysis of Asymmetrical Acyclic Nitrones
  作者：Necdet Coşkun、Aydın Parlar

  DOI：10.1080/00397910500191169

  日期：2005.9.1

  Aromatic aldehydes 1 were reductively aminated to the corresponding secondary amines 2 using NaBH4 in methanol in good yields. Amines 2 were oxidized with H2O2-WO42- regioselectively to nitrones 3, the structures of which were easily determined by reacting them with hydroxylamine hydrochloride as well as by spectral means. The products of hydroxylaminolysis in ether proved to be the corresponding benzaldehyde oximes 4 and benzyl or methyl hydroxylamine hydrochlorides 5.
• Synthesis of 7,12-Dihydro-12-phenyl-5H-6,12-methanodibenz[c,f]azocines via N,N-Dibenzylphenacylamines
  作者：Necdet Coskun、Necdet Coskun、Levent Büyükuysal

  DOI：10.3987/com-97-7986

  日期：——

  N,N-Dibenzylphenacylamines (1) were prepared in high yields by a one-pot reaction and cyclized at room temperature to give 7,12-dihydro-l2-phenyl-5H-6,1 2-methanodibenz[c,f]azocines in high yields. 95% H2SO4 or 70% HClO4 was used as cycIization catalysts. The double-cyclization proceeds smoothly in the cases where electron-donating groups are present in both benzene ring. N-2,3-dimethoxybenzyl-N-benzylphenacylamine (1f) gave the corresponding N-benzyl-1,2-dihydro-4-phenylisoquinoline on treatment with 95% H2SO4 while N-3,4-Dimethoxybenzyl-N-benzylphenacylamine (1a) at the same reaction conditions and reaction time cyclized to the corresponding dibenzazocine. However 1a gave the corresponding dihydroisoquinoline which disproportionates to give N-benzyl-1,2,3,4-tetrahydro-4-phenylisoquinoline and N-benzyl-4-phenylisoquinolinium when treated with 70% perchloric acid al room temperature.