4-bromobenzyl 4-methoxybenzoate | 108939-27-1

• 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: 4-bromobenzyl 4-methoxybenzoate
• 英文别名: 4-methoxy-benzoic acid-(4-bromo-benzyl ester)；4-Methoxy-benzoesaeure-(4-brom-benzylester)；(4-bromophenyl)methyl 4-methoxybenzoate
• CAS: 108939-27-1
• 化学式: C₁₅H₁₃BrO₃
• 分子量: 321.17
• InChiKey: KKCZXBNBXPXQPK-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  4.6
• 重原子数：
  19
• 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：
  35.5
• 氢给体数：
  0
• 氢受体数：
  3

反应信息

• 作为产物：
  描述：

  1-bromo-4-((4-methoxybenzyloxy)methyl)benzene 在 2,6-二甲基吡啶 、 lithium perchlorate 、 2-(4-bromophenyl)-1-methyl-4,5-diphenyl-1H-imidazole 作用下， 以 二氯甲烷 、 水 、 乙腈 为溶剂， 以55%的产率得到4-bromobenzyl 4-methoxybenzoate
  参考文献：
  名称：

  Novel Triarylimidazole Redox Catalysts: Synthesis, Electrochemical Properties, and Applicability to Electrooxidative C–H Activation

  摘要：

  A new class of metal-free, easy to synthesize redox catalysts based on a triarylimidazole framework is described. With those synthesized thus far, one can access a potential range of ca. 410 mV. They proved to be useful mediators for the activation of benzylic C-H bonds under mild conditions.

  DOI：

  10.1021/ol300195c

文献信息

• Rhodium-catalyzed synthesis of esters from aryl iodides and alcohols: use of alcohols with/without the assistance of aldehydes as carbon monoxide and nucleophile sources
  作者：Ju Hyun Kim、Hawon Park、Young Keun Chung

  DOI：10.1039/c6ra25723b

  日期：——

  A CO-gas-free rhodium-catalyzed alkoxycarbonylation of aryl iodide with alcohols has been developed. Alcohols, with/without the aid of an aldehyde, were used as a carbon monoxide and nucleophile source. The former synthesis afforded better yields of the alkoxycarbonylated products. Moreover, phenols also afforded phenoxycarbonylation products with high yields.

  已经开发出无醇的铑的芳族碘化物与醇的无CO-气体铑催化的烷氧基羰基化。在/不使用醛的情况下，将醇用作一氧化碳和亲核试剂的来源。前一种合成提供了更高收率的烷氧羰基化产物。此外，酚还以高收率提供了苯氧羰基化产物。
• A Visible‐Light Driven Esterification of Aldehydes Catalyzed by VOSO ₄
  作者：Silvia Gaspa、Luca Ledda、David d'Atri、Andrea Porcheddu、Luisa Pisano、Massimo Carraro、Lidia De Luca

  DOI：10.1002/adsc.202201134

  日期：2023.2.21

  An esterification of the C−H bond of aldehydes promoted by oxidovanadium(IV) sulfate, VIVOSO4, is reported. The process is mediated by visible-light, is carried out at room temperature, in absence of additives and using H2O2 as a benign oxidant. VOSO4 is a commercially available, earth-abundant metal (EAMs) salt, that does not require to be prepared. This report opens intriguing perspectives for the

  据报道，硫酸氧钒 (IV) 促进了醛的 C-H 键酯化，V IV OSO 4。该过程以可见光为媒介，在室温下进行，没有添加剂，使用 H 2 O 2作为良性氧化剂。VOSO 4是一种市售的地球储量丰富的金属 (EAM s ) 盐，无需制备。该报告为钒盐在卤化过程以及 C−H 活化中的扩展应用开辟了有趣的视角，并在地球丰富的金属基催化领域做出了贡献。
• Fiekers; Di Geronimo, Journal of the American Chemical Society, 1948, vol. 70, p. 1655
  作者：Fiekers、Di Geronimo

  DOI：——

  日期：——