2-(3-乙基-2-吡咯-1-基苯基)乙酸 | 918667-53-5

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 吡咯
• 中文名称: 2-(3-乙基-2-吡咯-1-基苯基)乙酸
• 英文名称: 1-(6-carboxymethyl-2-ethylphenyl)pyrrole
• 英文别名: Benzeneacetic acid, 3-ethyl-2-(1H-pyrrol-1-yl)-；2-(3-ethyl-2-pyrrol-1-ylphenyl)acetic acid
• CAS: 918667-53-5
• 化学式: C₁₄H₁₅NO₂
• 分子量: 229.279
• InChiKey: HVLUZGKREMDAKP-UHFFFAOYSA-N

物化性质

• 熔点：
  132-133 °C(Solv: hexane (110-54-3))
• 沸点：
  410.0±40.0 °C(Predicted)
• 密度：
  1.11±0.1 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  2.6
• 重原子数：
  17
• 可旋转键数：
  4
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.21
• 拓扑面积：
  42.2
• 氢给体数：
  1
• 氢受体数：
  2

反应信息

• 作为产物：
  描述：

  2-甲基-6-乙基苯胺 在 potassium tert-butylate 、 2,2,6,6-tetramethylpiperidinyl-lithium 、 溶剂黄146 作用下， 以 四氢呋喃 为溶剂， 反应 4.0h， 生成 2-(3-乙基-2-吡咯-1-基苯基)乙酸
  参考文献：
  名称：

  Organometallic Approach to the Functionalization of Alkyl Groups Containing 1‐Phenylpyrroles

  摘要：

  Novel regioselective methods have been developed for the mono- and difunctionalization of alkyl groups containing 1-phenylpyrroles using different organometallic reagents. Tailoring the reagents and conditions allowed us to prepare several new mono- and rotationally restricted dicarboxylic acid derivatives of 1-(alkylphenyl)pyrroles in good yields.

  DOI：

  10.1080/00397910600770672

文献信息

• Efficient synthesis of optically active 1-(2-carboxymethyl-6-ethylphenyl)-1H-pyrrole-2-carboxylic acid: a novel atropisomeric 1-arylpyrrole derivative
  作者：Ferenc Faigl、Bernadett Vas-Feldhoffer、Miklós Kubinyi、Krisztina Pál、Gábor Tárkányi、Mátyás Czugler

  DOI：10.1016/j.tetasy.2009.01.010

  日期：2009.1

  An efficient synthesis and resolution of (±)-1-(2-carboxymethyl-6-ethylphenyl)-1H-pyrrole-2-carboxylic acid has been developed for the preparation of novel optically active atropisomers. The ee values were measured by a 1H NMR spectroscopic method using quinidine as the chiral complexing agent. Absolute configurations of the separated enantiomers were determined using single crystal X-ray diffraction

  已经开发了一种有效的合成和拆分（±）-1-（2-羧甲基-6-乙基苯基）-1H-吡咯-2-羧酸的方法，用于制备新型旋光性阻转异构体。ee值是使用奎尼丁作为手性络合剂通过1 H NMR光谱法测定的。分别使用对映体纯的二羧酸的二钠盐和（R）-1-苯基乙胺盐的单晶X射线衍射测量来确定分离的对映体的绝对构型。借助TD-DFT量子化学计算对CD光谱进行分析，确认了构型的分配。
• Organometallic Approach to the Functionalization of Alkyl Groups Containing 1‐Phenylpyrroles
  作者：Ferenc Faigl、Bernadett Vas Feldhoffer、Angelika Thurner

  DOI：10.1080/00397910600770672

  日期：2006.9.1

  Novel regioselective methods have been developed for the mono- and difunctionalization of alkyl groups containing 1-phenylpyrroles using different organometallic reagents. Tailoring the reagents and conditions allowed us to prepare several new mono- and rotationally restricted dicarboxylic acid derivatives of 1-(alkylphenyl)pyrroles in good yields.