3,5-Dimethoxy-4-formylbenzophenone | 140464-85-3

• 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: 3,5-Dimethoxy-4-formylbenzophenone
• 英文别名: 4-Benzoyl-3,5-dimethoxybenzaldehyde；4-benzoyl-3,5-dimethoxybenzaldehyde
• CAS: 140464-85-3
• 化学式: C₁₆H₁₄O₄
• 分子量: 270.285
• InChiKey: HKNAPKRHCFZUSL-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  2.7
• 重原子数：
  20
• 可旋转键数：
  5
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.12
• 拓扑面积：
  52.6
• 氢给体数：
  0
• 氢受体数：
  4

反应信息

• 作为产物：
  描述：

  [4-(Dimethoxymethyl)-2,6-dimethoxyphenyl]-phenylmethanone 在 溶剂黄146 作用下， 以 水 为溶剂， 反应 5.0h， 生成 3,5-Dimethoxy-4-formylbenzophenone
  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.