2-chloro-1-phenethyl benzoate | 106813-40-5

• 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: 2-chloro-1-phenethyl benzoate
• 英文别名: 2-chloro-1-phenylethyl benzoate；(2-Chloro-1-phenylethyl) benzoate
• CAS: 106813-40-5
• 化学式: C₁₅H₁₃ClO₂
• 分子量: 260.72
• InChiKey: YDRXVCIHQFWPSU-UHFFFAOYSA-N

物化性质

• 沸点：
  375.9±30.0 °C(Predicted)
• 密度：
  1.203±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  3.9
• 重原子数：
  18
• 可旋转键数：
  5
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.13
• 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：

  氧化苯乙烯 、 苯甲酰氯 在 pentabutyl propyl guanidinium chloride 、 silica gel 作用下， 反应 5.0h， 以70%的产率得到2-chloro-1-phenethyl benzoate
  参考文献：
  名称：

  Reaction of Epoxides with Chlorocarbonylated Compounds Catalyzed by Hexaalkylguanidinium Chloride

  摘要：

  Silica-supported guanidinium chloride (PBGSiCl) exhibits efficient chemo- and regiospecific catalytic activity in the ring opening of epoxides with various electrophiles. This reaction allows the preparation of beta-chloro esters and beta-chloro chloroformates in high yield-under neutral conditions which offer product stability and ease of product isolation.

  DOI：

  10.1021/jo00096a040

文献信息

• Rhenium complex-catalyzed acylative cleavage of ethers with acyl chlorides
  作者：Rui Umeda、Takashi Nishimura、Kenta Kaiba、Toshimasa Tanaka、Yuuki Takahashi、Yutaka Nishiyama

  DOI：10.1016/j.tet.2011.07.072

  日期：2011.9

  an efficient catalyst for the acylative cleavage of C–O bond of ethers with acyl chlorides. When acyclic ethers were allowed to react with acyl chlorides in the presence of a catalytic amount of ReBr(CO)5, acylative cleavage of C–O bond of acyclic ethers smoothly proceeded to give the corresponding esters in moderate to good yields. Similarly, cyclic ethers were acylative cleaved by acyl chlorides to

  发现rh络合物是醚与酰氯的C-O键的酰基化裂解的有效催化剂。当在催化量的ReBr（CO）5存在下使无环醚与酰氯反应时，无环醚的C-O键的酰基裂顺利进行，从而以中等至良好的收率得到了相应的酯。类似地，使用Re 2 O 7催化剂将环醚酰基氯酰化裂解，得到高产率的相应的氯取代的酯。
• Palladium/aluminium-cocatalyzed carbonylative synthesis of 2-chloroethyl benzoates from epoxides and aryl iodides
  作者：Xinxin Qi、Zhi-Peng Bao、Chen-Yang Hou、Wei-Feng Wang、Xiao-Feng Wu

  DOI：10.1016/j.jorganchem.2020.121114

  日期：2020.3

  straightforward and efficient procedure for the palladium/aluminium-cocatalyzed carbonylative synthesis of 2-chloroethyl benzoates from epoxides and aryl iodides has been developed. By using TFBen (benzene-1,3,5-triyl triformate) as the CO source and LiCl as the chloride source, AlCl3-catalyzed regioselective ring-opening of epoxides was merged successfully with the palladium-catalyzed carbonylative cross-coupling

  已经开发了一种新的简单有效的方法，用于由环氧化物和芳基碘化物进行钯/铝共催化的2-氯乙基苯甲酸酯的羰基化合成。通过使用TFBen（苯甲酸1,3,5-三甲苯酯）作为CO源，使用LiCl作为氯离子源，成功地将AlCl 3催化的环氧化物的区域选择性开环与钯催化的芳基的羰基交叉偶联合并碘化物。以中等至优异的产率获得了各种所需的2-氯乙基苯甲酸酯，具有非常好的底物相容性。
• Regioselective ring cleavage of oxiranes catalyzed by organotin halide - triphenylphosphine complex
  作者：Ikuya Shibata、Akio Baba、Haruo Matsuda

  DOI：10.1016/s0040-4039(00)84706-1

  日期：1986.1

  Vicinal chloroesters are formed in high yield from the reaction of oxiranes and benzoyl chloride in the presence of organotin halide - triphenylphosphine complex with enhanced regioselectivity in oxirane ring cleavage.

  在有机锡卤化物-三苯基膦配合物的存在下，环氧乙烷与苯甲酰氯的反应可高产率地形成邻位氯酸酯，并在环氧乙烷环裂解中具有较高的区域选择性。
• Organomercury/aluminum-mediated acylative cleavage of cyclic ethers
  作者：Frederick A. Luzzio、Rhiana A. Bobb

  DOI：10.1016/s0040-4020(98)01226-5

  日期：1999.2

  tetrahydrofurans are cleaved with concomitant acylation to chloroalkyl esters using a reagent system composed of an organomercurial, aluminum metal and an acid chloride. The cleavage is promoted under mild conditions by a range of readily-available cyclic β-alkoxychloromercurials and acid chlorides. Using mainly tetrahydrofuran and cyclohexene oxide as substrates, the yield of isolated chloroesters ranged from 52

  使用由有机汞，铝金属和酰氯组成的试剂体系，将环氧化合物和四氢呋喃裂解并酰化为氯代烷基酯。在温和条件下，通过一系列容易获得的环状β-烷氧基氯汞和酰氯促进了裂解。主要使用四氢呋喃和氧化环己烯作为底物，分离出的氯酯的收率范围为52％至96％。
• Cobalt catalysed regioselective cleavage of oxiranes with acylchlorides
  作者：Javed Iqbal、M.Amin Khan、Rajiv Ranjan Srivastava

  DOI：10.1016/s0040-4039(00)80659-0

  日期：1988.1