2-benzoyl-3-ethoxycarbonylindolizine-1-carboxylic acid | 309978-08-3

• 分子结构分类: 有机化合物 - 有机氧化合物
• 英文名称: 2-benzoyl-3-ethoxycarbonylindolizine-1-carboxylic acid
• CAS: 309978-08-3
• 化学式: C₁₉H₁₅NO₅
• 分子量: 337.332
• InChiKey: WMLRSVHEQGHVHQ-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3.9
• 重原子数：
  25
• 可旋转键数：
  6
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.11
• 拓扑面积：
  85.1
• 氢给体数：
  1
• 氢受体数：
  5

反应信息

• 作为反应物：
  描述：

  2-benzoyl-3-ethoxycarbonylindolizine-1-carboxylic acid 在 copper chromite 作用下， 以 喹啉 为溶剂， 反应 0.5h， 以78%的产率得到ethyl 2-benzoylindolizine-3-carboxylate
  参考文献：
  名称：

  Reaction of 3-Ethoxycarbonyl- indolizine-1,2-dicarboxylic Anhydride: Synthesis of 2-Acylindolizines and Quinones

  摘要：

  Reaction of indolizine-1,2-dicarboxylic anhydride with Grignard reagents gave 2-acylindolizine-1-carboxylic acids, which were converted to 2-acylindolizines. The anhydride reacted with anisole in the presence of titanium chloride(IV) to afford 2-(4-methoxybenzoyl)indolizine-1-carboxylic acid, which was also led to 2-(4-methoxybenzoyl)indolizine. Successive treatment of the 2-acylindolizine-1-carboxylic acids with phosphorus pentachloride and aluminum(III) chloride provided the corresponding quinones.

  DOI：

  10.3987/com-00-8950
• 作为产物：
  描述：

  1-(2-乙氧基-2-氧乙基)溴化吡啶 在 potassium carbonate 、 三氟乙酸 、 三氟乙酸酐 作用下， 以 四氢呋喃 、 二氯甲烷 为溶剂， 反应 99.0h， 生成 2-benzoyl-3-ethoxycarbonylindolizine-1-carboxylic acid
  参考文献：
  名称：

  Reaction of 3-Ethoxycarbonyl- indolizine-1,2-dicarboxylic Anhydride: Synthesis of 2-Acylindolizines and Quinones

  摘要：

  Reaction of indolizine-1,2-dicarboxylic anhydride with Grignard reagents gave 2-acylindolizine-1-carboxylic acids, which were converted to 2-acylindolizines. The anhydride reacted with anisole in the presence of titanium chloride(IV) to afford 2-(4-methoxybenzoyl)indolizine-1-carboxylic acid, which was also led to 2-(4-methoxybenzoyl)indolizine. Successive treatment of the 2-acylindolizine-1-carboxylic acids with phosphorus pentachloride and aluminum(III) chloride provided the corresponding quinones.

  DOI：

  10.3987/com-00-8950

文献信息

• Reaction of 3-Ethoxycarbonyl- indolizine-1,2-dicarboxylic Anhydride: Synthesis of 2-Acylindolizines and Quinones
  作者：Yasuyoshi Miki、Noriko Nakamura、Ryota Yamakawa、Hiroko Hachiken、Ko-ichi Matsushita

  DOI：10.3987/com-00-8950

  日期：——

  Reaction of indolizine-1,2-dicarboxylic anhydride with Grignard reagents gave 2-acylindolizine-1-carboxylic acids, which were converted to 2-acylindolizines. The anhydride reacted with anisole in the presence of titanium chloride(IV) to afford 2-(4-methoxybenzoyl)indolizine-1-carboxylic acid, which was also led to 2-(4-methoxybenzoyl)indolizine. Successive treatment of the 2-acylindolizine-1-carboxylic acids with phosphorus pentachloride and aluminum(III) chloride provided the corresponding quinones.