Benzoic acid, 2-(hydroxyphenylmethyl)-, methyl ester | 73472-90-9

• 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: Benzoic acid, 2-(hydroxyphenylmethyl)-, methyl ester
• 英文别名: methyl 2-[hydroxy(phenyl)methyl]benzoate
• CAS: 73472-90-9
• 化学式: C₁₅H₁₄O₃
• 分子量: 242.274
• InChiKey: CKZLXBIDMFDBJL-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3.2
• 重原子数：
  18
• 可旋转键数：
  4
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.13
• 拓扑面积：
  46.5
• 氢给体数：
  1
• 氢受体数：
  3

反应信息

• 作为反应物：
  描述：

  Benzoic acid, 2-(hydroxyphenylmethyl)-, methyl ester 在 sodium methylate 、 potassium iodide 作用下， 以 甲醇 为溶剂， 以82%的产率得到邻苯甲酰苯甲酸甲酯
  参考文献：
  名称：

  Successful Application of Indirect Electrooxidation for the Transformation of Biaryl Methanols to the Corresponding Biaryl Ketones

  摘要：

  Various biaryl methanols were electrooxidized into the corresponding biaryl ketones in good yields and under very mild reaction conditions. Because of the relatively high oxidation potential, bulky structure, and somewhat poor solubility, biaryl methanols do not readily undergo direct electrooxidative transformations as a synthetic step toward the corresponding biaryl ketones. Herein, we report the successful indirect electrooxidation of secondary biaryl methanols featuring the use of a slight excess amount of KI (1.2 equivalents, relative to the substrate) in MeOH.

  DOI：

  10.1080/00397911.2010.517369
• 作为产物：
  描述：

  邻苯甲酰苯甲酸甲酯 在 仲丁胺 、 1-butyl-3-methylimidazolium Tetrafluoroborate 作用下， 生成 Benzoic acid, 2-(hydroxyphenylmethyl)-, methyl ester
  参考文献：
  名称：

  室温离子液体中胺对二苯甲酮的光还原作用。

  摘要：

  [反应：见正文]研究了室温离子液体中胺介导的二苯甲酮的光还原。与有机溶剂中的类似反应不同，在大多数情况下，光还原作用主要产生相应的苯甲醇。由于该反应仅消耗1当量的胺，并且溶剂可以轻松地循环使用，因此光还原技术可提供非常干净的方法将二苯甲酮转化为苯氢酚。

  DOI：

  10.1021/ol017290o

文献信息

• Photoreduction of Benzophenones by Amines in Room-Temperature Ionic Liquids
  作者：John L. Reynolds、Kimberly R. Erdner、Paul B. Jones

  DOI：10.1021/ol017290o

  日期：2002.3.1

  [reaction: see text] The amine-mediated photoreduction of benzophenones in room temperature ionic liquids was investigated. Unlike the analogous reaction in organic solvents, the photoreduction produces mainly the corresponding benzhydrol in most cases. Because the reaction consumes only 1 equiv of amine and the solvent can be easily recycled, the photoreduction allows a very clean method for the conversion

  [反应：见正文]研究了室温离子液体中胺介导的二苯甲酮的光还原。与有机溶剂中的类似反应不同，在大多数情况下，光还原作用主要产生相应的苯甲醇。由于该反应仅消耗1当量的胺，并且溶剂可以轻松地循环使用，因此光还原技术可提供非常干净的方法将二苯甲酮转化为苯氢酚。
• Successful Application of Indirect Electrooxidation for the Transformation of Biaryl Methanols to the Corresponding Biaryl Ketones
  作者：Mitsuhiro Okimoto、Takashi Yoshida、Masayuki Hoshi、Tomohito Chiba、Kei Maeo

  DOI：10.1080/00397911.2010.517369

  日期：2011.11.1

  Various biaryl methanols were electrooxidized into the corresponding biaryl ketones in good yields and under very mild reaction conditions. Because of the relatively high oxidation potential, bulky structure, and somewhat poor solubility, biaryl methanols do not readily undergo direct electrooxidative transformations as a synthetic step toward the corresponding biaryl ketones. Herein, we report the successful indirect electrooxidation of secondary biaryl methanols featuring the use of a slight excess amount of KI (1.2 equivalents, relative to the substrate) in MeOH.