heptyl 4-chlorobenzoate | 97222-05-4

• 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-chlorobenzoate
• CAS: 97222-05-4
• 化学式: C₁₄H₁₉ClO₂
• 分子量: 254.757
• InChiKey: ZGRCQXNQOQBZGF-UHFFFAOYSA-N

物化性质

• 沸点：
  150-152 °C(Press: 24 Torr)
• 密度：
  1.068±0.06 g/cm3(Predicted)
• 保留指数：
  1817;1828;1838;1825;1815;1825;1835

计算性质

• 辛醇/水分配系数(LogP)：
  5.8
• 重原子数：
  17
• 可旋转键数：
  8
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.5
• 拓扑面积：
  26.3
• 氢给体数：
  0
• 氢受体数：
  2

反应信息

• 作为产物：
  描述：

  正庚醇 、 对氯苯甲酸 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-chlorobenzoate
  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。
• Pd/C-Catalyzed Carbonylative Esterification of Aryl Halides with Alcohols by Using Oxiranes as CO Sources
  作者：Byul-Hana Min、Dong-Su Kim、Hyo-Soon Park、Chul-Ho Jun

  DOI：10.1002/chem.201600570

  日期：2016.4.25

  A carbonylative esterification reaction between aryl bromides and alcohols, promoted by Pd/C and NaF in the presence of oxiranes, has been developed. In this process, oxiranes serve as sources of carbon monoxide by their conversion to aldehydes through a palladium‐promoted Meinwald rearrangement pathway. Intramolecular versions of this process serve as methods for the synthesis of lactones and phthalimides

  在环氧乙烷的存在下，Pd / C和NaF促进了芳基溴化物与醇类之间的羰基化酯化反应。在此过程中，环氧乙烷通过钯促进的Meinwald重排途径转化为醛，从而成为一氧化碳的来源。该方法的分子内形式用作合成内酯和邻苯二甲酰亚胺的方法。
• NHCs-mediated benzoates formation directly from aromatic aldehydes and alkyl halides
  作者：Yi Li、Wenting Du、Wei-Ping Deng

  DOI：10.1016/j.tet.2012.02.079

  日期：2012.5

  A NHCs-mediated benzoates formation was developed by treatment of aromatic aldehydes with alkyl halides in the presence of oxygen. Corresponding benzoate derivatives were obtained in high yields up to 99%. The reaction mechanism was also discussed and a NHCs-mediated O-alkylation and subsequent oxidation process was proposed.

  NHCs介导的苯甲酸酯的形成是通过在氧气存在下用烷基卤化物处理芳香醛来实现的。以高达99％的高收率获得了相应的苯甲酸酯衍生物。还讨论了反应机理，并提出了NHCs介导的O-烷基化和随后的氧化过程。
• HUANG, HUAMIN;ZHU, SHAOXIAN;QI, WANSHAN;NA, CHONGWU, ACTA SCI. NATUR. UNIV. JILINENSIS,(1987) N 4, 71-75
  作者：HUANG, HUAMIN、ZHU, SHAOXIAN、QI, WANSHAN、NA, CHONGWU

  DOI：——

  日期：——

表征谱图