2-(2-溴苯乙基)苯甲酸 | 74829-71-3

• 分子结构分类: 有机化合物 - 苯丙烷和聚酮 - 二苯乙烯类
• 中文名称: 2-(2-溴苯乙基)苯甲酸
• 英文名称: 2-[2-(2-bromophenyl)ethyl]benzoic acid
• 英文别名: 2-Bromobibenzyl-2'-carboxylic Acid；2-[2-(2-Bromo-phenyl)-ethyl]-benzoic acid
• CAS: 74829-71-3
• 化学式: C₁₅H₁₃BrO₂
• 分子量: 305.171
• InChiKey: ZPRHSYFSEXNDCW-UHFFFAOYSA-N

物化性质

• 熔点：
  151-153 °C
• 沸点：
  406.0±25.0 °C(Predicted)
• 密度：
  1.441±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  4.4
• 重原子数：
  18
• 可旋转键数：
  4
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.13
• 拓扑面积：
  37.3
• 氢给体数：
  1
• 氢受体数：
  2

反应信息

• 作为反应物：
  描述：

  2-(2-溴苯乙基)苯甲酸 在 正丁基锂 、 氯化亚砜 作用下， 以 四氢呋喃 、 正己烷 、 二氯甲烷 为溶剂， 反应 0.25h， 生成 10,11-二氢二苯并[a,b]环庚烯-5-酮
  参考文献：
  名称：

  An Anion-Induced Regio- and Chemoselective Acylation and Its Application to the Synthesis of an Anticancer Agent

  摘要：

  [GRAPHICS]An efficient Grignard- and organolithium-Induced regio- and chemoselective anionic acylation is reported. A number of tricyclic ketones are prepared in good to excellent yields via this method. This method is complementary to the Frieldel-Crafts acylation for elect ron-deficient substrates. A novel anisole-based Grignard reagent was developed to effect the cyclization of sterically hindered substrates. This novel reagent has been successfully applied to the synthesis of Sch 66336, a candidate for oncologic treatment.

  DOI：

  10.1021/ol016809d
• 作为产物：
  描述：

  2-溴溴苄 以58%的产率得到
  参考文献：
  名称：

  REAMES D. C.; HUNT D. A.; BRADSHER C. K., SYNTHESIS, 1980, NO 6, 454-456

  摘要：

  DOI：

文献信息

• Palladium‐Catalyzed Intramolecular Decarboxylative Coupling of Arene Carboxylic Acids/Esters with Aryl Bromides
  作者：Zengming Shen、Zhenjie Ni、Song Mo、Jing Wang、Yamin Zhu

  DOI：10.1002/chem.201103438

  日期：2012.4.16

  Give me a ring? An efficient approach has been developed for the intramolecular decarboxylative coupling of arene carboxylic acids/esters with aryl bromides catalyzed by palladium (see scheme). From a synthetic viewpoint, this method is highly attractive because the catalyst loading is low, the optimized reaction conditions are mild, and the substrate scope is broad.

  给我一个戒指？已经开发出一种有效的方法用于芳烃羧酸/酯与钯催化的芳基溴化物的分子内脱羧偶联（参见方案）。从合成的观点来看，该方法极具吸引力，因为催化剂的负载量低，优化的反应条件温和且底物范围广。
• A One-Pot Synthesis of Dibenzosuberones via the Parham Cycliacylation Reaction
  作者：David C. Reames、David A. Hunt、C. K. Bradsher

  DOI：10.1055/s-1980-29048

  日期：——
• An Anion-Induced Regio- and Chemoselective Acylation and Its Application to the Synthesis of an Anticancer Agent
  作者：Marc Poirier、Frank Chen、Charles Bernard、Yee-Shing Wong、George G. Wu

  DOI：10.1021/ol016809d

  日期：2001.11.1

  [GRAPHICS]An efficient Grignard- and organolithium-Induced regio- and chemoselective anionic acylation is reported. A number of tricyclic ketones are prepared in good to excellent yields via this method. This method is complementary to the Frieldel-Crafts acylation for elect ron-deficient substrates. A novel anisole-based Grignard reagent was developed to effect the cyclization of sterically hindered substrates. This novel reagent has been successfully applied to the synthesis of Sch 66336, a candidate for oncologic treatment.
• REAMES D. C.; HUNT D. A.; BRADSHER C. K., SYNTHESIS, 1980, NO 6, 454-456
  作者：REAMES D. C.、 HUNT D. A.、 BRADSHER C. K.

  DOI：——

  日期：——