2-(1-Hydroxy-2-methoxyethyl)phenol | 1438827-63-4

• 分子结构分类: 有机化合物 - 苯类化合物 - 酚类
• 英文名称: 2-(1-Hydroxy-2-methoxyethyl)phenol
• 英文别名: 2-(1-hydroxy-2-methoxyethyl)phenol
• CAS: 1438827-63-4
• 化学式: C₉H₁₂O₃
• 分子量: 168.192
• InChiKey: PHRKBQSUEVWRIU-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  1.1
• 重原子数：
  12
• 可旋转键数：
  3
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.33
• 拓扑面积：
  49.7
• 氢给体数：
  2
• 氢受体数：
  3

反应信息

• 作为产物：
  描述：

  1-溴-2-(2-甲氧基乙基)苯 在 正丁基锂 、 (1,5-cyclooctadiene)(methoxy)iridium(I) dimer 、 3,4,7,8-四甲基-1,10-菲罗啉 、 水 、 双氧水 、 sodium hydroxide 作用下， 以 四氢呋喃 、 正己烷 为溶剂， 反应 42.5h， 生成 2-(1-Hydroxy-2-methoxyethyl)phenol
  参考文献：
  名称：

  Iridium-Catalyzed Borylation of Secondary Benzylic C–H Bonds Directed by a Hydrosilane

  摘要：

  Most functionalizations of C-H bonds by main-group reagents occur at aryl or methyl groups. We describe a highly regioselective borylation of secondary benzylic C-H bonds catalyzed by an iridium precursor and 3,4,7,8-tetramethyl-1,10-phenanthroline as the ligand. The reaction is directed to the benzylic position by a hydrosilyl substituent. This hydrosilyl directing group is readily deprotected or transformed to other functional groups after the borylation reaction, providing access to a diverse set of secondary benzylboronate esters by C-H borylation chemistry.

  DOI：

  10.1021/ja403462b

文献信息

• Iridium-Catalyzed Borylation of Secondary Benzylic C–H Bonds Directed by a Hydrosilane
  作者：Seung Hwan Cho、John F. Hartwig

  DOI：10.1021/ja403462b

  日期：2013.6.5

  Most functionalizations of C-H bonds by main-group reagents occur at aryl or methyl groups. We describe a highly regioselective borylation of secondary benzylic C-H bonds catalyzed by an iridium precursor and 3,4,7,8-tetramethyl-1,10-phenanthroline as the ligand. The reaction is directed to the benzylic position by a hydrosilyl substituent. This hydrosilyl directing group is readily deprotected or transformed to other functional groups after the borylation reaction, providing access to a diverse set of secondary benzylboronate esters by C-H borylation chemistry.