1-acetoxypropyl 4-methoxybenzoate

• 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: 1-acetoxypropyl 4-methoxybenzoate
• 英文别名: 1-Acetyloxypropyl 4-methoxybenzoate；1-acetyloxypropyl 4-methoxybenzoate
• 化学式: C₁₃H₁₆O₅
• 分子量: 252.267
• InChiKey: HMRRJZBNKSSBOU-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  2.7
• 重原子数：
  18
• 可旋转键数：
  7
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.38
• 拓扑面积：
  61.8
• 氢给体数：
  0
• 氢受体数：
  5

反应信息

• 作为产物：
  描述：

  乙酸丙酯 、 4-甲氧基苄胺 在 叔丁基过氧化氢 、 四丁基碘化铵 作用下， 以 水 为溶剂， 反应 8.0h， 以69%的产率得到1-acetoxypropyl 4-methoxybenzoate
  参考文献：
  名称：

  Generation of bis-Acyl Ketals from Esters and Benzyl Amines Under Oxidative Conditions

  摘要：

  Treatment of benzylamines with esters at an elevated temperature are expected to give amides. However, in the presence of TBAI/TBHP, esters possessing a methylene carbon alpha-to oxygen with benzylamines provide bis-esters rather than the expected amides. Benzylamines under oxidative conditions generate less nucleophilic carboxylates, which couples at the sp(3) C-H bonds of esters and cyclic ethers to give bis-acyl ketals and alpha-acyloxy ethers, respectively.

  DOI：

  10.1021/jo502903d

文献信息

• Generation of bis-Acyl Ketals from Esters and Benzyl Amines Under Oxidative Conditions
  作者：Ganesh Majji、Suresh Rajamanickam、Nilufa Khatun、Sourav Kumar Santra、Bhisma K. Patel

  DOI：10.1021/jo502903d

  日期：2015.4.3

  Treatment of benzylamines with esters at an elevated temperature are expected to give amides. However, in the presence of TBAI/TBHP, esters possessing a methylene carbon alpha-to oxygen with benzylamines provide bis-esters rather than the expected amides. Benzylamines under oxidative conditions generate less nucleophilic carboxylates, which couples at the sp(3) C-H bonds of esters and cyclic ethers to give bis-acyl ketals and alpha-acyloxy ethers, respectively.