5-(4-fluorobenzyl)-2,2-dimethylfuran-3(2H)-one | 1342819-73-1

• 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: 5-(4-fluorobenzyl)-2,2-dimethylfuran-3(2H)-one
• 英文别名: 5-[(4-Fluorophenyl)methyl]-2,2-dimethylfuran-3-one
• CAS: 1342819-73-1
• 化学式: C₁₃H₁₃FO₂
• 分子量: 220.243
• InChiKey: ULZZBHYTMYOEFI-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  2.7
• 重原子数：
  16
• 可旋转键数：
  2
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.31
• 拓扑面积：
  26.3
• 氢给体数：
  0
• 氢受体数：
  3

反应信息

• 作为产物：
  描述：

  6-(4-fluorophenyl)-2-methylhexa-3,5-diyn-2-ol 在 二氧化碳 、 三乙胺 作用下， 以 水 、 乙腈 为溶剂， 90.0 ℃ 、2.0 MPa 条件下， 反应 36.0h， 以86%的产率得到5-(4-fluorobenzyl)-2,2-dimethylfuran-3(2H)-one
  参考文献：
  名称：

  Carbon dioxide-mediated synthesis of 3(2H)-furanones from diyne alcohols

  摘要：

  A novel type of carbon dioxide-mediated reaction of diyne alcohols without any metal catalysts was reported. Carbon dioxide held the key to the success of this reaction, in which 3(2H)-furanones were selectively obtained in moderate to high yields. (C) 2011 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.tetlet.2011.08.130

文献信息

• Computer-Assisted Design of Ionic Liquids for Efficient Synthesis of 3(2<i>H</i>)-Furanones: A Domino Reaction Triggered by CO₂
  作者：Kaihong Chen、Guiling Shi、Weidong Zhang、Haoran Li、Congmin Wang

  DOI：10.1021/jacs.6b08895

  日期：2016.11.2

  A strategy for the highly efficient synthesis of 3(2H)-furanones by hydration of diyne alcohols catalyzed by base-functionalized ionic liquids under atmospheric-pressure CO2 that was developed through computer-assisted design is reported. The best range of basic ionic liquids as catalysts was predicted at first, and [HDBU][BenIm] exhibited the highest catalytic activity. Through a combination of NMR

  报告了一种通过计算机辅助设计开发的在常压 CO2 下由碱官能化离子液体催化的二炔醇水合高效合成 3(2H)-呋喃酮的策略。首先预测了碱性离子液体作为催化剂的最佳范围，[HDBU][BenIm]表现出最高的催化活性。通过 NMR 光谱研究和量子化学计算的结合，结果表明阴离子碱性和离子液体中阳离子种类的重要性。
• Carbon dioxide-mediated synthesis of 3(2H)-furanones from diyne alcohols
  作者：Gaoqing Yuan、Zaijun He、Junhua Zheng、Zhengwang Chen、Huawen Huang、Dabin Shi、Chaorong Qi、Huanfeng Jiang

  DOI：10.1016/j.tetlet.2011.08.130

  日期：2011.11

  A novel type of carbon dioxide-mediated reaction of diyne alcohols without any metal catalysts was reported. Carbon dioxide held the key to the success of this reaction, in which 3(2H)-furanones were selectively obtained in moderate to high yields. (C) 2011 Elsevier Ltd. All rights reserved.