morpholine-4-carboxylic acid 2-formyl-6-methylphenyl ester | 1581705-39-6

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 恶嗪烷类
• 英文名称: morpholine-4-carboxylic acid 2-formyl-6-methylphenyl ester
• 英文别名: (2-Formyl-6-methylphenyl) morpholine-4-carboxylate；(2-formyl-6-methylphenyl) morpholine-4-carboxylate
• CAS: 1581705-39-6
• 化学式: C₁₃H₁₅NO₄
• 分子量: 249.266
• InChiKey: PRHKUPQLYIHARE-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  1.1
• 重原子数：
  18
• 可旋转键数：
  3
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.38
• 拓扑面积：
  55.8
• 氢给体数：
  0
• 氢受体数：
  4

反应信息

• 作为产物：
  描述：

  2-羟基-3-甲基苯甲醛 、 N-甲酰吗啉 在 叔丁基过氧化氢 、 copper(l) chloride 作用下， 反应 1.5h， 以72%的产率得到morpholine-4-carboxylic acid 2-formyl-6-methylphenyl ester
  参考文献：
  名称：

  Copper-Catalyzed Oxidative Coupling of Formamides with Salicylaldehydes: Synthesis of Carbamates in the Presence of a Sensitive Aldehyde Group

  摘要：

  A diverse library of novel carbamates was synthesized utilizing copper-catalyzed oxidative C-O coupling of formamides and salicylaldehydes. Sensitive aldehyde groups remained intact in the presence of an oxidant and a transition-metal salt. Salicylaldehydes bearing electron-donating, electron-withdrawing, and halogen groups as well as 1-hydroxy-2-naphthaldehydes provided the desired carbamates in good to excellent yields.

  DOI：

  10.1021/jo402798k

文献信息

• Copper-Catalyzed Oxidative Coupling of Formamides with Salicylaldehydes: Synthesis of Carbamates in the Presence of a Sensitive Aldehyde Group
  作者：Balaji D. Barve、Yang-Chang Wu、Mohamed El-Shazly、Da-Wei Chuang、Yuan-Bin Cheng、Jeh-Jeng Wang、Fang-Rong Chang

  DOI：10.1021/jo402798k

  日期：2014.4.4

  A diverse library of novel carbamates was synthesized utilizing copper-catalyzed oxidative C-O coupling of formamides and salicylaldehydes. Sensitive aldehyde groups remained intact in the presence of an oxidant and a transition-metal salt. Salicylaldehydes bearing electron-donating, electron-withdrawing, and halogen groups as well as 1-hydroxy-2-naphthaldehydes provided the desired carbamates in good to excellent yields.