4-methoxyphenyl 4-nitrobenzoate | 13245-59-5

• 分子结构分类: 有机化合物 - 苯丙烷和聚酮 - 缩酚酸和缩酚酸环醚类
• 英文名称: 4-methoxyphenyl 4-nitrobenzoate
• 英文别名: 4-methoxyphenyl-4-nitrobenzoate；4-Methoxyphenyl-p-nitrobenzoat；anisyl p-nitrobenzoate；4-nitro-benzoic acid-(4-methoxy-phenyl ester)；4-Nitro-benzoesaeure-(4-methoxy-phenylester)；4-Nitro-benzoesaeure-<4-methoxy-phenylester>；4-Nitrobenzoic acid, 4-methoxyphenyl ester；(4-methoxyphenyl) 4-nitrobenzoate
• CAS: 13245-59-5
• 化学式: C₁₄H₁₁NO₅
• 分子量: 273.245
• InChiKey: RUPXYSFECLCNRL-UHFFFAOYSA-N

物化性质

• 保留指数：
  2305

计算性质

• 辛醇/水分配系数(LogP)：
  3.4
• 重原子数：
  20
• 可旋转键数：
  4
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.07
• 拓扑面积：
  81.4
• 氢给体数：
  0
• 氢受体数：
  5

反应信息

• 作为反应物：
  描述：

  4-methoxyphenyl 4-nitrobenzoate 在 四氯化钛 作用下， 反应 1.0h， 生成 2-p-Nitrobenzoyl-4-methoxyphenol
  参考文献：
  名称：

  Untersuchungen zurFriedel-Crafts-Reaktion. XVI. Darstellung isomerer 2-Acyl- und 3-Acyl-4-methoxyphenole

  摘要：

  DOI：

  10.1007/bf00905470
• 作为产物：
  描述：

  p-methoxybenzoyl p-nitrobenzoyl peroxide 以17%的产率得到
  参考文献：
  名称：

  LEFFLER, J. E.;BARBAS, J. T.;FLOWERS, G. C., J. ORG. CHEM., 1982, 47, N 12, 2286-2287

  摘要：

  DOI：

文献信息

• Easily Prepared Azopyridines As Potent and Recyclable Reagents for Facile Esterification Reactions. An Efficient Modified Mitsunobu Reaction
  作者：Nasser Iranpoor、Habib Firouzabadi、Dariush Khalili、Somayeh Motevalli

  DOI：10.1021/jo8000782

  日期：2008.7.1

  class of electron-deficient reagents for Mitsunobu esterification reactions. Among these compounds, 4,4′-azopyridine was found to be the most suitable one for esterification and thioesterification reactions. This new reagent promises to provide general and complementary solutions for separation problems in Mitsunobu reactions without restricting the reaction scope and facilitates the isolation of its

  研究了2,2'-，3,3'-和4,4'-偶氮吡啶（azpy）及其烷基吡啶鎓离子液体，作为用于Mitsunobu酯化反应的新型缺电子试剂。在这些化合物中，发现4,4'-偶氮吡啶是最适合酯化和硫酯化反应的化合物。这种新试剂有望为Mitsunobu反应中的分离问题提供通用和补充的解决方案，而不会限制反应范围，并有助于分离其肼副产物。吡啶肼副产物可通过氧化反应简单地再循环至其偶氮吡啶。
• 5,5′-Dimethyl-3,3′-azoisoxazole as a new heterogeneous azo reagent for esterification of phenols and selective esterification of benzylic alcohols under Mitsunobu conditions
  作者：Nasser Iranpoor、Habib Firouzabadi、Dariush Khalili

  DOI：10.1039/c004357e

  日期：——

  3′-azoisoxazole is used as a new efficient heterogeneous azo reagent for the highly selective esterification of primary and secondary benzylic alcohols and phenols with aliphatic and aromatic carboxylic acids via Mitsunobu protocols. The reaction is highly selective for primary benzylic alcohols versus secondary ones, aliphatic alcohols and also phenols. The isoxazole hydrazine byproduct can be simply isolated

  5,5'-二甲基-3,3'-偶氮异恶唑通过Mitsunobu协议，它用作新型高效的异质偶氮试剂，用于伯和仲苄醇和酚与脂肪族和芳香族羧酸的高选择性酯化。该反应对伯苄醇与仲醇，脂族醇以及酚的选择性很高。这异恶唑肼 副产物可以简单地通过过滤分离，并循环到其中 偶氮异恶唑 通过氧化。
• A simple and convenient method for preparation of carboxylic acid alkyl esters, phenolic and thioesters using chlorodiphenylphosphine/I2 and imidazole reagent system
  作者：Najmeh Nowrouzi、Abdol Mohammad Mehranpour、Javad Ameri Rad

  DOI：10.1016/j.tet.2010.10.022

  日期：2010.12

  Condensation of carboxylic acids with alcohols, phenols and thiols proceeded smoothly to afford carboxylic acid alkyl esters, phenolic esters and thioesters by using the combination of chlorodiphenylphosphine, imidazole and molecular iodine in refluxing acetonitrile. Esterification with this mixed reagent system gave the corresponding products in excellent yields. The phosphorus-containing byproduct

  通过在回流乙腈中使用氯二苯基膦，咪唑和分子碘的组合，羧酸与醇，酚和硫醇的缩合反应顺利进行，得到羧酸烷基酯，酚酯和硫代酯。用这种混合试剂系统进行酯化反应，可以以优异的产率得到相应的产物。只需进行碱性水后处理即可简单地从有机相中除去含磷的副产物，而无需进行色谱纯化。
• Novel and efficient method for esterification catalyzed by 1-glycyl-3-methyl imidazolium chloride-iron (III) complex
  作者：Parasuraman Karthikeyan、Pundlik Rambhau Bhagat、Sellappan Senthil Kumar、Prashant Narayan Muskawar、Sachin Arunrao Aswar

  DOI：10.1007/s13738-012-0116-1

  日期：2012.12

  1-Glycyl-3-methyl imidazolium chloride-iron (III) complex [[Gmim]Cl–Fe(III)] was found to be a heterogeneous catalyst for an efficient and greener solvent free synthesis of esters by the condensation of carboxylic acids and alcohols with excellent yield at ambient temperature. This operation formulates very interesting, ecological perspective due to simple reaction condition, isolation, and purification of products. In addition, this method features reusability of catalyst, reduced waste, thus making new protocol more environmentally suitable whilst no catalyst leaching was observed.

  1-甘氨酰基-3-甲基咪唑氯化铁（III）络合物[[Gmim]Cl–Fe(III)]被发现是一种非均相催化剂，能够在常温下高效且无溶剂绿色合成酯类，通过羧酸与醇的缩合反应，产率极佳。这一操作因其简单的反应条件、分离和产品纯化而具有非常有趣的生态前景。此外，该方法特点在于催化剂的重复使用性、减少了废弃物，从而使新方案更加环境友好，同时未观察到催化剂的浸出现象。
• Pd-catalysed decarboxylative Suzuki reactions and orthogonal Cu-based O-arylation of aromatic carboxylic acids
  作者：Jian-Jun Dai、Jing-Hui Liu、Dong-Fen Luo、Lei Liu

  DOI：10.1039/c0cc04104a

  日期：——

  Pd-catalysed decarboxylative Suzuki reactions and orthogonal Cu-based O-arylation reactions of aromatic carboxylic acids are reported. The new reactions may provide alternative routes for the synthesis of some biaryls and aromatic carboxylic esters.

  钯催化的脱羧Suzuki反应和芳香族羧酸的正交Cu基O-芳基化反应已有报道。新的反应可能为某些联芳基和芳族羧酸酯的合成提供替代途径。