4-methylbenzyl 4-methoxybenzoate

• 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-methylbenzyl 4-methoxybenzoate
• 英文别名: (4-Methylphenyl)methyl 4-methoxybenzoate
• 化学式: C₁₆H₁₆O₃
• 分子量: 256.301
• InChiKey: KJGCUKJHSUPLLZ-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  4.3
• 重原子数：
  19
• 可旋转键数：
  5
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.19
• 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-methoxy-4-((4-methylbenzyloxy)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45%的产率得到4-methylbenzyl 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

• N-Aroylbenzotriazoles as Efficient Reagents for o-Aroylation in Absence of Organic Solvent
  作者：Baramee Phungpis、Viwat Hahnvajanawong

  DOI：10.14233/ajchem.2021.23358

  日期：——

  N-Aroylbenzotriazoles have been shown to be efficient reagents for esterification in the absence of organic solvent. Grinding of N-aroylbenzoytiazoles with twofold excess of alcohols for a couple of hours at room temperature gave corresponding esters in high percentage of yields.

  N-芳酰基苯并三唑已被证明是在无机溶剂情况下进行酯化反应的高效试剂。在室温下将N-芳酰基苯并三唑与两倍量的醇磨碎数小时，可以得到相应酯类产物，收率高。
• A Direct and Efficient Stereocontrolled Synthetic Route to the Pseudopterosins, Potent Marine Antiinflammatory Agents
  作者：E. J. Corey、Scott E. Lazerwith

  DOI：10.1021/ja983041s

  日期：1998.12.1

  Described herein is a new synthetic route to pseudopterosin aglycone (3), a key intermediate for the synthesis of a group of antiinflammatory natural products including pseudopterosin A (1) and E (2). The pathway of synthesis starts with the abundant and inexpensive (S)-(−)-limonene and its long-known cyclic hydroboration product (4) and leads to the chiral hydroxy ketone 6. Conversion of 6 to 10 followed

  本文描述了拟珊瑚素苷元 (3) 的新合成路线，拟珊瑚素苷元是合成包括拟珊瑚素 A (1) 和 E (2) 在内的一组抗炎天然产物的关键中间体。合成途径始于丰富且廉价的 (S)-(-)-柠檬烯及其久负盛名的环状硼氢化产物 (4)，并生成手性羟基酮 6。6 转化为 10，然后进行新的芳香环化产生了 15，其经历了高度非对映选择性环化，以提供受保护的拟珊瑚素苷元 16。天然存在的拟珊瑚素如 1 和 2 很容易从这个关键中间体中获得。
• Pd‐Catalysed Decarbonylation Free Approach to Carbonylative Esterification of 5‐HMF to Its Aryl Esters Synthesis Using Aryl Halides and Oxalic Acid as C ₁ Source
  作者：Arvind Singh Chauhan、Ajay Kumar、Ajay Kumar Sharma、Pralay Das

  DOI：10.1002/chem.202101827

  日期：2021.9.9

  (Pd@PS)-catalysed carbonylative esterification of the hydroxy group of 5-hydroxymethyl furfural (5-HMF) to its corresponding aryl esters has been developed. The use of Pd@PS, oxalic acid as CO source, and aryl halides was first explored for the aryl ester of 5-HMF synthesis. Here, we investigated the vital role of a polystyrene support to avoid the commonly known decarbonylation of 5-HMF. The reaction

  已开发出无脱羰基、聚苯乙烯负载、Pd (Pd@PS) 催化的 5-羟甲基糠醛 (5-HMF) 羟基羰基化酯化反应生成相应的芳基酯。首次探索了使用 Pd@PS、草酸作为 CO 源和芳基卤化物来合成 5-HMF 的芳基酯。在这里，我们研究了聚苯乙烯载体的重要作用，以避免众所周知的 5-HMF 脱羰。该反应具有广泛的底物范围，具有相当好的收率和催化剂的可回收性。
• 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。
• Copper Catalyzed Oxidative Esterification of Aldehydes with Alkylbenzenes via Cross Dehydrogenative Coupling
  作者：Saroj Kumar Rout、Srimanta Guin、Krishna Kanta Ghara、Arghya Banerjee、Bhisma K. Patel

  DOI：10.1021/ol301756y

  日期：2012.8.3

  Copper(II) as the catalyst in a cross dehydrogenative coupling (CDC) reaction has been demonstrated for the synthesis of benzylic esters using aldehydes and alkylbenzenes as coupling partners.

  铜（II）在交叉脱氢偶联（CDC）反应中作为催化剂已被证明可用于以醛和烷基苯为偶联伙伴的苄基酯的合成。