ethyl 3-(1H-imidazol-1-yl)-3-phenylpropanoate | 602335-25-1

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 唑类
• 英文名称: ethyl 3-(1H-imidazol-1-yl)-3-phenylpropanoate
• 英文别名: ethyl 3-imidazol-1-yl-3-phenylpropanoate
• CAS: 602335-25-1
• 化学式: C₁₄H₁₆N₂O₂
• 分子量: 244.293
• InChiKey: HWFXGBDIYMVSQE-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  1.8
• 重原子数：
  18
• 可旋转键数：
  6
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.29
• 拓扑面积：
  44.1
• 氢给体数：
  0
• 氢受体数：
  3

反应信息

• 作为产物：
  描述：

  咪唑 、 肉桂酸乙酯 在 nanocrystalline zirconium based zeolite 作用下， 以 neat (no solvent) 为溶剂， 反应 12.0h， 以67%的产率得到ethyl 3-(1H-imidazol-1-yl)-3-phenylpropanoate
  参考文献：
  名称：

  Highly efficient and green chemical synthesis of imidazolyl alcohols and N-imidazolyl functionalized β-amino compounds using nanocrystalline ZSM-5 catalysts

  摘要：

  A solvent free protocol is developed for the synthesis of imidazolyl alcohols and N-imidazolyl functionalized beta-amino compounds. Imidazolyl alcohols were synthesized by the ring opening of epoxides with imidazoles and N-imidazolyl functionalized beta-amino compounds were synthesized by the hydroamdination reaction of imidazoles and activated olefins. These reactions were catalyzed by a variety of crystalline heterogeneous catalysts such as Al/Zr substituted nanocrystalline ZSM-5 (M-Nano-ZSM-5), conventional M-ZSM-5 (where M=Zr, Al), and Zr substituted amorphous mesoporous catalysts (Zr-SBA15 and Zr-KIT-6). Among these catalysts, nanocrystalline Zr-Nano-ZSM-5 exhibited the highest activity and regioselectivity. Structure activity relationship is explained based on the catalytic activity, acidity measurements, reactivity of reactants (imidazoles/epoxides/methyl acrylate), competitive adsorption, nature, and type of catalysts. Zr-Nano-ZSM-5 exhibited exceptionally high catalytic activity compared to the catalysts reported in the literature for the synthesis of imidazolyl alcohols and other imidazole derivatives. (C) 2014 Elsevier B.V. All rights reserved.

  DOI：

  10.1016/j.apcata.2014.03.006

文献信息

• New compounds derived from quinazoline
  申请人：——

  公开号：US20030199530A1

  公开（公告）日：2003-10-23

  A compound selected from those of formula (I): 1 wherein A, B, D, X, R 1 , R 2 , m and n are as defined in the description, their diastereoisomers and addition salts thereof with a pharmaceutically acceptable acid or base.

  从公式（I）中选择的化合物：1其中A，B，D，X，R1，R2，m和n如说明中所定义，它们的对映异构体和与药用可接受酸或碱的加合盐。
• Highly efficient and green chemical synthesis of imidazolyl alcohols and N-imidazolyl functionalized β-amino compounds using nanocrystalline ZSM-5 catalysts
  作者：Rajkumar Kore、Biswarup Satpati、Rajendra Srivastava

  DOI：10.1016/j.apcata.2014.03.006

  日期：2014.5

  A solvent free protocol is developed for the synthesis of imidazolyl alcohols and N-imidazolyl functionalized beta-amino compounds. Imidazolyl alcohols were synthesized by the ring opening of epoxides with imidazoles and N-imidazolyl functionalized beta-amino compounds were synthesized by the hydroamdination reaction of imidazoles and activated olefins. These reactions were catalyzed by a variety of crystalline heterogeneous catalysts such as Al/Zr substituted nanocrystalline ZSM-5 (M-Nano-ZSM-5), conventional M-ZSM-5 (where M=Zr, Al), and Zr substituted amorphous mesoporous catalysts (Zr-SBA15 and Zr-KIT-6). Among these catalysts, nanocrystalline Zr-Nano-ZSM-5 exhibited the highest activity and regioselectivity. Structure activity relationship is explained based on the catalytic activity, acidity measurements, reactivity of reactants (imidazoles/epoxides/methyl acrylate), competitive adsorption, nature, and type of catalysts. Zr-Nano-ZSM-5 exhibited exceptionally high catalytic activity compared to the catalysts reported in the literature for the synthesis of imidazolyl alcohols and other imidazole derivatives. (C) 2014 Elsevier B.V. All rights reserved.