1,3-Dimethyl-2-(3,5-dimethoxyphenyl)imidazolidine | 140464-71-7

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 唑烷类
• 英文名称: 1,3-Dimethyl-2-(3,5-dimethoxyphenyl)imidazolidine
• 英文别名: 2-(3,5-Dimethoxyphenyl)-1,3-dimethylimidazolidine
• CAS: 140464-71-7
• 化学式: C₁₃H₂₀N₂O₂
• 分子量: 236.314
• InChiKey: IYKXUQZZPULOLR-UHFFFAOYSA-N

物化性质

• 沸点：
  319.7±42.0 °C(Predicted)
• 密度：
  1.059±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  1.6
• 重原子数：
  17
• 可旋转键数：
  3
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.54
• 拓扑面积：
  24.9
• 氢给体数：
  0
• 氢受体数：
  4

反应信息

• 作为反应物：
  描述：

  1,3-Dimethyl-2-(3,5-dimethoxyphenyl)imidazolidine 在 溶剂黄146 作用下， 反应 5.0h， 生成 3,5-二甲氧基苯甲醛
  参考文献：
  名称：

  Regioselective reductive electrophilic substitution of derivatives of 3,4,5-trimethoxybenzaldehyde

  摘要：

  The behavior of several protected derivatives of 3,4,5-trimethoxybenzaldehyde has been investigated under conditions of electron transfer from alkali metals in aprotic solvents. The 4-methoxy group can be regioselectively removed in good to high yield under such conditions, and an appropriate choice of the protecting group, metal, and solvent allows its substitution with a variety of electrophiles. 3,4,5-Trimethoxybenzaldehyde dimethyl acetal, 1, is the starting material of choice for a new general synthetic approach to several polysubstituted resorcinol dimethyl ethers. Investigation of the mechanism of demethoxylation, with the aid of labeling experiments, showed that reductive demethoxylation is strongly influenced by the nature of the aldehyde protective group employed.

  DOI：

  10.1021/jo00037a029
• 作为产物：
  描述：

  1,3-Dimethyl-2-(3,4,5-trimethoxyphenyl)imidazolidine 在 氢化钾 作用下， 以 四氢呋喃 为溶剂， 反应 24.0h， 以80%的产率得到1,3-Dimethyl-2-(3,5-dimethoxyphenyl)imidazolidine
  参考文献：
  名称：

  Regioselective reductive electrophilic substitution of derivatives of 3,4,5-trimethoxybenzaldehyde

  摘要：

  The behavior of several protected derivatives of 3,4,5-trimethoxybenzaldehyde has been investigated under conditions of electron transfer from alkali metals in aprotic solvents. The 4-methoxy group can be regioselectively removed in good to high yield under such conditions, and an appropriate choice of the protecting group, metal, and solvent allows its substitution with a variety of electrophiles. 3,4,5-Trimethoxybenzaldehyde dimethyl acetal, 1, is the starting material of choice for a new general synthetic approach to several polysubstituted resorcinol dimethyl ethers. Investigation of the mechanism of demethoxylation, with the aid of labeling experiments, showed that reductive demethoxylation is strongly influenced by the nature of the aldehyde protective group employed.

  DOI：

  10.1021/jo00037a029

文献信息

• Regioselective reductive electrophilic substitution of derivatives of 3,4,5-trimethoxybenzaldehyde
  作者：Ugo Azzena、Giovanni Melloni、Anna Maria Piroddi、Emanuela Azara、Stefania Contini、Emma Fenude

  DOI：10.1021/jo00037a029

  日期：1992.5

  The behavior of several protected derivatives of 3,4,5-trimethoxybenzaldehyde has been investigated under conditions of electron transfer from alkali metals in aprotic solvents. The 4-methoxy group can be regioselectively removed in good to high yield under such conditions, and an appropriate choice of the protecting group, metal, and solvent allows its substitution with a variety of electrophiles. 3,4,5-Trimethoxybenzaldehyde dimethyl acetal, 1, is the starting material of choice for a new general synthetic approach to several polysubstituted resorcinol dimethyl ethers. Investigation of the mechanism of demethoxylation, with the aid of labeling experiments, showed that reductive demethoxylation is strongly influenced by the nature of the aldehyde protective group employed.