heptyl 4-(trifluoromethyl)benzoate | 959086-76-1

• 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: heptyl 4-(trifluoromethyl)benzoate
• 英文别名: 4-Trifluoromethylbenzoic acid, heptyl ester
• CAS: 959086-76-1
• 化学式: C₁₅H₁₉F₃O₂
• 分子量: 288.31
• InChiKey: MYUCBUBOYJHBCZ-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  6.1
• 重原子数：
  20
• 可旋转键数：
  8
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.53
• 拓扑面积：
  26.3
• 氢给体数：
  0
• 氢受体数：
  5

反应信息

• 作为产物：
  描述：

  正庚醇 、 4-三氟甲基苯甲酸 在 Candida antarctica lipase B immobilised in a macroporous DVB crosslinked polymer (Novozym 435) 作用下， 以 环己烷 为溶剂， 反应 24.0h， 以100%的产率得到heptyl 4-(trifluoromethyl)benzoate
  参考文献：
  名称：

  Immobilised Candida antarctica B as efficient catalyst for the synthesis of local anaesthetic intermediates

  摘要：

  We hereby present the development of new reaction conditions for the CALB catalysed esterification of substituted benzoic acids. Using cyclohexane as the reaction media a number of heptyl benzoates have been easily isolated in good to excellent yields (up to 100% at 80 degrees C, 20-24 h). Moreover, the catalytic system has been successfully applied to the synthesis of local anaesthetics intermediates also showing good productivity in recycling experiments. (C) 2013 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.tetlet.2013.07.065

文献信息

• N-Heterocyclic Carbene-Catalyzed Oxidative Esterification Reaction of Aldehydes with Alkyl Halides under Aerobic Conditions
  作者：Yang-Chun Xin、Shi-Hui Shi、Dong-Dong Xie、Xin-Ping Hui、Peng-Fei Xu

  DOI：10.1002/ejoc.201100937

  日期：2011.11

  An efficient N-heterocyclic carbene-catalyzed oxidative esterification reaction of aldehydes with alkyl halides or alkyl 4-methylbenzenesulfonate is reported. It was worth noting that (1) the configuration of alkyl halides or alkyl 4-methylbenzenesulfonates was inverted completely, and (2) the presence of oxygen was crucial for this transformation. The reaction proceeded smoothly under mild conditions

  报告了一种有效的 N-杂环卡宾催化醛与烷基卤或 4-甲基苯磺酸烷基酯的氧化酯化反应。值得注意的是（1）烷基卤化物或烷基4-甲基苯磺酸盐的构型完全颠倒，（2）氧的存在对这种转变至关重要。反应在温和条件下顺利进行，并以中等至良好的收率提供各种酯。此外，我们还开发了一种高效的醇串联氧化/酯化反应。这种方法提供了 Breslow 中间体与 sp(3)-碳中心亲电试剂反应的罕见例子。
• Immobilised Candida antarctica B as efficient catalyst for the synthesis of local anaesthetic intermediates
  作者：Daniela Giunta、Maria Paola Masia、Mauro Marchetti、Raffaele Morrone、Maurizio Solinas

  DOI：10.1016/j.tetlet.2013.07.065

  日期：2013.9

  We hereby present the development of new reaction conditions for the CALB catalysed esterification of substituted benzoic acids. Using cyclohexane as the reaction media a number of heptyl benzoates have been easily isolated in good to excellent yields (up to 100% at 80 degrees C, 20-24 h). Moreover, the catalytic system has been successfully applied to the synthesis of local anaesthetics intermediates also showing good productivity in recycling experiments. (C) 2013 Elsevier Ltd. All rights reserved.