pyridine-2-carboxylic acid 2-(2-methoxy-ethoxy)-ethyl ester

• 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
• 英文名称: pyridine-2-carboxylic acid 2-(2-methoxy-ethoxy)-ethyl ester
• 英文别名: 2-(2-Methoxyethoxy)ethyl pyridine-2-carboxylate；2-(2-methoxyethoxy)ethyl pyridine-2-carboxylate
• 化学式: C₁₁H₁₅NO₄
• 分子量: 225.244
• InChiKey: YGYJQIYJWRZJID-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  0.2
• 重原子数：
  16
• 可旋转键数：
  8
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.45
• 拓扑面积：
  57.6
• 氢给体数：
  0
• 氢受体数：
  5

反应信息

• 作为产物：
  描述：

  2-氯吡啶 、 二乙二醇单甲醚 、 一氧化碳 在 二(氰基苯)二氯化钯 、 1,3-双(二苯基膦)丙烷 、 三乙胺 作用下， 以 N,N-二甲基甲酰胺 为溶剂， 130.0 ℃ 、2.5 MPa 条件下， 反应 14.0h， 生成 pyridine-2-carboxylic acid 2-(2-methoxy-ethoxy)-ethyl ester
  参考文献：
  名称：

  No Stirring Necessary:  Parallel Carbonylation of Aryl Halides with CO and Various Alcohols under Pressure

  摘要：

  The parallel carbonylation of aryl halides with 6-25 bar of CO in 1-mL vials in a standard autoclave was investigated. 4-Bromoacetophenone and 2-chloropyridine were used as model substrates with 102 different O-nucleophiles (primary and secondary alcohols, phenols). No inertization during the loading was necessary. Fifty esters (43 new, yield up to 60%) were isolated and characterized. Ether, ester, ketone, and sometimes even olefin functions were usually tolerated. The new method is suitable for screening and small scale products synthesis.

  DOI：

  10.1021/jo034112v

文献信息

• No Stirring Necessary:  Parallel Carbonylation of Aryl Halides with CO and Various Alcohols under Pressure
  作者：Hans-Ulrich Blaser、Martin Diggelmann、Hans Meier、Frédéric Naud、Elke Scheppach、Anita Schnyder、Martin Studer

  DOI：10.1021/jo034112v

  日期：2003.5.1

  The parallel carbonylation of aryl halides with 6-25 bar of CO in 1-mL vials in a standard autoclave was investigated. 4-Bromoacetophenone and 2-chloropyridine were used as model substrates with 102 different O-nucleophiles (primary and secondary alcohols, phenols). No inertization during the loading was necessary. Fifty esters (43 new, yield up to 60%) were isolated and characterized. Ether, ester, ketone, and sometimes even olefin functions were usually tolerated. The new method is suitable for screening and small scale products synthesis.