4-溴苯甲酸丙酯 | 53690-03-2

• 分子结构分类: 有机化合物 - 苯类化合物 - 苯和取代衍生物
• 中文名称: 4-溴苯甲酸丙酯
• 英文名称: n-propyl 4-bromobenzoate
• 英文别名: propyl 4-bromobenzoate
• CAS: 53690-03-2
• 化学式: C₁₀H₁₁BrO₂
• mdl: MFCD12178051
• 分子量: 243.1
• InChiKey: QOELGLXUDGDRPT-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  4.1
• 重原子数：
  13
• 可旋转键数：
  4
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.3
• 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：

  丙醇 、 4-bromo-N-(2-hydroxyethyl)-N-methylbenzamide 在 zinc trifluoromethanesulfonate 、 碳酸二乙酯 作用下， 反应 18.0h， 以86%的产率得到4-溴苯甲酸丙酯
  参考文献：
  名称：

  N-β-羟乙基酰胺的锌催化酯化：在温和条件下去除导向基团

  摘要：

  由于由共振引起的酰胺的惰性性质，涉及 CN 键断裂的酰胺转化被认为是困难的反应。因此，强感应效应和几何失真合理地降低了共振稳定性以衰减 CN 链接。尽管已经对此类活化酰胺的转化进行了深入研究，但未活化酰胺的反应体系尚未开发。我们在此报告了三氟甲磺酸锌 (II) [Zn(OTf)(2)] 催化剂在分子内酰基重排的帮助下实现了多种未活化的叔酰胺的酯化。该反应用于在温和的反应条件下一锅脱除各种酰胺基导向基团，以高产率得到相应的酯。

  DOI：

  10.1002/ejoc.201700748

文献信息

• Solvent-Free Esterification of Carboxylic Acids and Alcohols in the Presence of Silphos [PCl_3-n(SiO₂)_n] as a Heterogeneous Phosphine Reagent
  作者：Ambati Narasimha Rao、Kumaran Ganesan、Chandra Kant Shinde

  DOI：10.1080/00397911.2011.555903

  日期：2012.8.1

  Abstract An efficient solvent-free method for the preparation of esters from various aromatic and aliphatic acids with primary, secondary, and tertiary alcohols using a heterogeneous phosphine reagent, silphos [PCl3-n(SiO2)n], in good yields is reported. GRAPHICAL ABSTRACT

  摘要 报道了一种使用多相膦试剂 silphos [PCl3-n(SiO2)n] 从各种芳香族和脂肪酸与伯醇、仲醇和叔醇制备酯的有效无溶剂方法，收率良好。图形概要
• Reagent-free Esterification from Benzoyl Hydrazine and Alcohol under Electrochemical Condition
  作者：Peixu Xie、Xichao Peng、Pengju Feng

  DOI：10.1055/a-2044-1995

  日期：——

  A scalable electrochemical esterification between aroylhydrazides and alcohols to structurally versatile carboxylic esters was developed. This strategy features mild reaction condition, relatively broad substrate scope with good functional group compatibility. In addition, the transformation is operationally simple and free from external oxidant and mediated chemical reagent.

  研究人员开发了一种可扩展的电化学酯化方法，可将酰肼和醇酯化为结构多变的羧酸酯。这种策略的特点是反应条件温和，底物范围相对较广，官能团兼容性好。 此外，该转化过程操作简单，无需外加氧化剂和化学试剂介导。
• Combined Catalytic System of Scandium Triflate and Boronic Ester for Amide Bond Cleavage
  作者：Yusuke Kita、Yuji Nishii、Akihiro Onoue、Kazushi Mashima

  DOI：10.1002/adsc.201300819

  日期：2013.11.25

  AbstractWe have found that the combination of scandium with boronic ester enables the cleavage of amide bonds. Primary amides were converted to the corresponding esters in the presence of catalytic amounts of scandium triflate and boronic ester under mild and neutral conditions. This unique catalytic system can be applied to the deprotection of acetylaniline derivatives. In addition, control NMR experiments were carried out to examine the effect of the boronic esters.magnified image
• Development of N-Doped Carbon-Supported Cobalt/Copper Bimetallic Nanoparticle Catalysts for Aerobic Oxidative Esterifications Based on Polymer Incarceration Methods
  作者：Tomohiro Yasukawa、Xi Yang、Shu̅ Kobayashi

  DOI：10.1021/acs.orglett.8b02118

  日期：2018.9.7

  Heterogeneous nitrogen-doped carbon-incarcerated cobalt/copper bimetallic nanoparticle (NP) catalysts, prepared from nitrogen-containing polymers, were developed, and an efficient catalytic process for aerobic oxidative esterification was achieved in the presence of a low loading (1 mol %) of catalyst that could be reused and easily reactivated. This protocol enabled diverse conditions for the bimetallic NP formation step to be screened, and significant rate acceleration by inclusion of a copper dopant was discovered. The catalytic activity of the bimetallic Co/Cu catalysts is much higher than that for cobalt catalysts reported to date and is even comparable with noble-metal NP catalysts.
• Oxidative Conversion of Aldoximes into Carboxylic Acid Esters
  作者：Said、Skarzewski、Mlochowski

  DOI：10.1080/00397919208021316

  日期：1992.7

  Aromatic and aliphatic aldoximes or their O-methyl ethers can be efficiently converted into the corresponding carboxylic acid esters by treatment with an alcoholic solution of 30% hydrogen peroxide in the Presence of catalytic amounts of 2-nitrobenzeneseleninic acid. Primary alcohols give excellent to good yields, secondary ones - good to moderate, but with tertiary alcohols no esterification is obserwed.