2-(3-甲基吡啶-2-基)-1-苯基乙醇 | 6312-23-8

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 吡啶及其衍生物
• 中文名称: 2-(3-甲基吡啶-2-基)-1-苯基乙醇
• 英文名称: 2-(3-methylpyridin-2-yl)-1-phenylethanol
• 英文别名: 2-(3-Methyl-2-pyridinyl)-1-phenylethanol
• CAS: 6312-23-8
• 化学式: C₁₄H₁₅NO
• 分子量: 213.279
• InChiKey: SKZOTGYAVIPHBM-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  2.4
• 重原子数：
  16
• 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：
  33.1
• 氢给体数：
  1
• 氢受体数：
  2

反应信息

• 作为产物：
  描述：

  2,3-二甲基吡啶 、 苯甲醛 在 lithium diisopropyl amide 、 水 作用下， 以 乙醚 为溶剂， 生成 2-(3-甲基吡啶-2-基)-1-苯基乙醇
  参考文献：
  名称：

  A study on the BF3-directed lithiation of 2-picoline and 2,3-lutidine

  摘要：

  The lithiation of 2-picoline (1a) and 2,3-lutidine (1b) in diethyl ether has been investigated with and without prior complexation with BF3. The reactions of the BF3 adduct of these moieties (2a and 2b) with lithium diisopropylamide (LDA) and subsequent trapping with benzaldehyde or dimethyl disulfide gave products corresponding to exclusive lithiation at the a-methyl carbon. The yields obtained with these reactions were far superior to that obtained with the lithiation of uncomplexed 1a and 1b. The dilithiation of 2a and 2b has also been investigated and a convenient and efficient synthesis of the diiodo derivatives of 1,2-bis(pyridin-2-yl) ethane has been provided. (C) 2013 Elsevier B. V. All rights reserved.

  DOI：

  10.1016/j.jorganchem.2013.09.013

文献信息

• A study on the BF3-directed lithiation of 2-picoline and 2,3-lutidine
  作者：Jaspreet S. Dhau、Amritpal Singh

  DOI：10.1016/j.jorganchem.2013.09.013

  日期：2014.1

  The lithiation of 2-picoline (1a) and 2,3-lutidine (1b) in diethyl ether has been investigated with and without prior complexation with BF3. The reactions of the BF3 adduct of these moieties (2a and 2b) with lithium diisopropylamide (LDA) and subsequent trapping with benzaldehyde or dimethyl disulfide gave products corresponding to exclusive lithiation at the a-methyl carbon. The yields obtained with these reactions were far superior to that obtained with the lithiation of uncomplexed 1a and 1b. The dilithiation of 2a and 2b has also been investigated and a convenient and efficient synthesis of the diiodo derivatives of 1,2-bis(pyridin-2-yl) ethane has been provided. (C) 2013 Elsevier B. V. All rights reserved.