(S)-2-(5-hydroxy-6-methoxynaphthalen-2-yl)propanoic acid | 1616877-72-5

• 分子结构分类: 有机化合物 - 苯类化合物 - 萘
• 英文名称: (S)-2-(5-hydroxy-6-methoxynaphthalen-2-yl)propanoic acid
• 英文别名: (2S)-2-(5-hydroxy-6-methoxynaphthalen-2-yl)propanoic acid
• CAS: 1616877-72-5
• 化学式: C₁₄H₁₄O₄
• 分子量: 246.263
• InChiKey: MNYJSBDXHPEVRX-QMMMGPOBSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  2.8
• 重原子数：
  18
• 可旋转键数：
  3
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.21
• 拓扑面积：
  66.8
• 氢给体数：
  2
• 氢受体数：
  4

反应信息

• 作为产物：
  描述：

  在 碳酸氢钠 作用下， 以 1,4-二氧六环 、 水 为溶剂， 反应 12.0h， 以87.6 mg的产率得到(S)-2-(5-hydroxy-6-methoxynaphthalen-2-yl)propanoic acid
  参考文献：
  名称：

  A Protocol To Generate Phthaloyl Peroxide in Flow for the Hydroxylation of Arenes

  摘要：

  A flow protocol for the generation of phthaloyl peroxide has been developed. This process directly yields phthaloyl peroxide in high purity (>95%) and can be used to bypass the need to isolate and recrystallize phthaloyl peroxide, improving upon earlier batch procedures. The flow protocol for the formation of phthaloyl peroxide can be combined with arene hydroxylation reactions and provides a method for the consumption of peroxide as it is generated to minimize the accumulation of large quantities of peroxide.

  DOI：

  10.1021/ol501497y

文献信息

• [EN] CYCLIC PEROXIDE OXIDATION OF AROMATIC COMPOUND PRODUCTION AND USE THEREOF<br/>[FR] OXYDATION DE PEROXYDE CYCLIQUE DE PRODUCTION DE COMPOSÉ AROMATIQUE ET SON UTILISATION
  申请人：UNIV TEXAS

  公开号：WO2014158209A1

  公开（公告）日：2014-10-02

  The present invention provides a method for converting an aromatic hydrocarbon to a phenol by providing an aromatic hydrocarbon comprising one or more aromatic C-H bonds and one or more activated C-H bonds in a solvent; adding a phthaloyl peroxide to the solvent; converting the phthaloyl peroxide to a di-radical; contacting the di-radical with the one or more aromatic C-H bonds; oxidizing selectively one of the one or more aromatic C-H bonds in preference to the one or more activated C-H bonds; adding a hydroxyl group to the one of the one or more aromatic C-H bonds to form one or more phenols; and purifying the one or more phenols.

  本发明提供了一种将芳香烃转化为酚的方法，包括提供一种含有一个或多个芳香C-H键和一个或多个活化的C-H键的芳香烃溶剂；向溶剂中添加邻苯二酰过氧化物；将邻苯二酰过氧化物转化为二自由基；将二自由基与一个或多个芳香C-H键接触；优先氧化一个或多个芳香C-H键中的一个，而不是活化的一个或多个C-H键；向一个或多个芳香C-H键中添加一个羟基以形成一个或多个酚；并纯化一个或多个酚。