p-methoxybenzylidenedimethylimmonium iodide | 79865-85-3

• 分子结构分类: 有机化合物 - 苯类化合物 - 苯酚醚
• 英文名称: p-methoxybenzylidenedimethylimmonium iodide
• 英文别名: (4-Methoxyphenyl)-N,N-dimethylmethaniminium iodide；(4-methoxyphenyl)methylidene-dimethylazanium;iodide
• CAS: 79865-85-3
• 化学式: C₁₀H₁₄NO*I
• 分子量: 291.132
• InChiKey: TWZXTDDNZDRRMV-UHFFFAOYSA-M

计算性质

• 辛醇/水分配系数(LogP)：
  -1.61
• 重原子数：
  13
• 可旋转键数：
  2
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.3
• 拓扑面积：
  12.2
• 氢给体数：
  0
• 氢受体数：
  2

反应信息

• 作为反应物：
  描述：

  p-methoxybenzylidenedimethylimmonium iodide 在 盐酸 作用下， 生成 4-(乙基氨基)苯甲醛(9ci)
  参考文献：
  名称：

  Yudin, L. G.; Blokhin, A. V.; Simkin, B. Ya., Journal of Organic Chemistry USSR (English Translation), 1981, vol. 17, p. 1598

  摘要：

  DOI：
• 作为产物：
  描述：

  4-甲氧基苯甲醛 、 alkaline earth salt of/the/ methylsulfuric acid 以 水 为溶剂， 反应 20.0h， 生成 p-methoxybenzylidenedimethylimmonium iodide
  参考文献：
  名称：

  Yudin, L. G.; Blokhin, A. V.; Bundel', Yu. G., Journal of Organic Chemistry USSR (English Translation), 1983, vol. 19, # 11, p. 2064 - 2068

  摘要：

  DOI：

文献信息

• A Simple and Highly Diastereoselective One-Pot Synthesis of Mannich-Bases
  作者：Michael Arend、Nikolaus Risch

  DOI：10.1055/s-1997-946

  日期：1997.8

  A convenient one-pot procedure for the synthesis of β-amino ketones 5 from economical shelf reagents is described. Iminium salts 3 are generated in virtually quantitative yields from secondary amines 1 and aldehydes 2 mediated by NaI/Me3SiCl/NEt3. Subsequently, the salts 3 are used for the in situ aminoalkylation of enamines 4. The method provides the Mannich bases 5 in high yields and excellent diastereoselectivities (>96 % ds). It can also be applied for the aminoalkylation of other nucleophiles such as imines or electron-rich aromatic compounds.

  描述了一种方便的一锅法合成β-氨基酮5的方法，使用经济的现成试剂。从二级胺1和醛2在NaI/Me3SiCl/NEt3的介导下几乎定量地产生亚胺盐3。随后，这些盐3用于在位氨基烷基化烯胺4。该方法以高产率和优良的立体选择性（>96% ds）提供Mannich碱5。它还可以应用于其他亲核试剂的氨基烷基化，如亚胺或富电子芳香化合物。
• Reactions of N-(4-methoxybenzylidene)-N,N-dialkyliminium and 2-(4-methoxyphenyl)pyridinium salts with aliphatic amines
  作者：A. V. Blokhin、M. A. Tyurekhodzhaeva、D. V. Bazhenov、S. I. Bobrovskii、Yu. G. Bundel'

  DOI：10.1007/bf00472485

  日期：1990.9
• Synthesis of 4-(1-Dialkylaminoalkyl)pyrrolo[1,2-a]quinoxalines
  作者：Kazuhiro Kobayashi、Takashi Matsumoto、Susumu Irisawa、Keiichi Yoneda、Osamu Morikawa、Hisatoshi Konishi

  DOI：10.3987/com-01-9186

  日期：——

  The reaction of 1-(2-isocyanophenyl)pyrroles (1), which were readily prepared from commercially available or known 1-(2-aminophenyl)pyrroles by formylation in refluxing ethyl formate followed by dehydration with POCl3/Et3N in THF, with Eschenmoser's salt (2) proceeded smoothly at room temperature to give the dimethyl(pyrrolo[1,2-a]quinoxalin-4-ylmethyl)ammonium iodides (3) in good yields (74-75%). 1-(2-Isocyanophenyl)pyrrole (la) was also found to react with a range of iminium salts (5) and (7), derived from secondary amines and aldehydes in the presence of Me3SiCl/NaI/Et3N, to give 4-(1-dialkylaminoalkyl)pyrrolo[1,2-a]quinoxaline derivatives (6), (8), and (9) in isolated yields ranging from 47 to 99%.
• BLOXIN, A. V.;TYUREXODZHAEVA, M. A.;BAZHENOV, D. V.;BOBROVSKIJ, S. I.;BUN+, XIMIYA GETEROTSIKL. SOED.,(1990) N, S. 1226-1229
  作者：BLOXIN, A. V.、TYUREXODZHAEVA, M. A.、BAZHENOV, D. V.、BOBROVSKIJ, S. I.、BUN+

  DOI：——

  日期：——
• YUDIN, L. G.;BLOXIN, A. V.;SIMKIN, B. YA.;TERENIN, V. I., ZH. ORGAN. XIMII, 1981, 17, N 8, 1785-1786
  作者：YUDIN, L. G.、BLOXIN, A. V.、SIMKIN, B. YA.、TERENIN, V. I.

  DOI：——

  日期：——