4-chlorobenzyl 4-nitrobenzoate | 147819-86-1

• 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-chlorobenzyl 4-nitrobenzoate
• 英文别名: 4-chlorobenzyl-4-nitrobenzoate；4-nitro-benzoic acid-(4-chloro-benzyl ester)；4-Nitro-benzoesaeure-(4-chlor-benzylester)；(4-chlorophenyl)methyl 4-nitrobenzoate
• CAS: 147819-86-1
• 化学式: C₁₄H₁₀ClNO₄
• 分子量: 291.691
• InChiKey: GDEVFTDXWFBNLM-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  4.4
• 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：
  72.1
• 氢给体数：
  0
• 氢受体数：
  4

反应信息

• 作为产物：
  描述：

  4-氯氯苄 生成 4-chlorobenzyl 4-nitrobenzoate
  参考文献：
  名称：

  REACTIONS OF ESTERS WITH TERTIARY AMINES. II. THE REACTION OF SUBSTITUTED BENZYLDIMETHYLAMINES AND OTHER AMINES

  摘要：

  DOI：

  10.1021/jo01375a020

文献信息

• Photocatalytic esterification under Mitsunobu reaction conditions mediated by flavin and visible light
  作者：M. März、J. Chudoba、M. Kohout、R. Cibulka

  DOI：10.1039/c6ob02770a

  日期：——

  The usefulness of flavin-based aerial photooxidation in esterification under Mitsunobu reaction conditions was demonstrated, providing aerial dialkyl azodicarboxylate recycling/generation from the corresponding dialkyl hydrazine dicarboxylate. Simultaneously, activation of triphenylphosphine (Ph3P) by photoinduced electron transfer from flavin allows azo-reagent-free esterification. An optimized system

  证明了基于黄素的空中光氧化在Mitsunobu反应条件下进行酯化反应中的有用性，从而提供了从相应的二烷基肼二羧酸二乙酯中回收/生成空中二烷基偶氮二羧酸酯的方法。同时，通过黄素的光诱导电子转移激活三苯膦（Ph 3 P）可以使无偶氮试剂进行酯化。已显示使用3-乙酸甲基黄酮黄素四乙酸酯（10％），氧气（末端氧化剂），可见光（450 nm），Ph 3 P和二羧酸肼二甲酸二烷基酯（10％）的优化系统可提供各种醇的高效立体选择性偶联和酸变成酯，并保留构型。
• 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。
• Flavin Catalysis Employing an N(5)-Adduct: an Application in the Aerobic Organocatalytic Mitsunobu Reaction
  作者：Michal März、Martin Babor、Radek Cibulka

  DOI：10.1002/ejoc.201900397

  日期：2019.6.2

  An N(5)‐flavin adduct was utilized in a catalytic Mitsunobu reaction with triphenylphosphane (triphenylphosphine), in which flavin acts as a Mitsunobu reagent instead of dialkyl azodicarboxylate. Flavin is used in a catalytic amount after regeneration by dioxygen.

  N（5）-黄素加合物用于三苯膦（三苯基膦）催化的Mitsunobu反应中，其中黄素充当Mitsunobu试剂而不是偶氮二羧酸二烷基酯。黄素在通过双氧再生后以催化量使用。
• Vitamin B1-catalyzed aerobic oxidative esterification of aromatic aldehydes with alcohols
  作者：Xin-Long Luo、Danhua Ge、Zi-Lun Yu、Xue-Qiang Chu、Pei Xu

  DOI：10.1039/d1ra05134b

  日期：——

  A straightforward aerobic oxidative esterification of aryl aldehydes with alcohols has been developed for the synthesis of substituted esters by employing vitamin B1 as a cost-effective, metal-free, and eco-friendly NHC catalyst. Air is used as a green terminal oxidant. The reaction is a useful addition to the existing NHC-catalytic oxidative esterification.

  已经开发了一种直接的芳基醛与醇的好氧氧化酯化反应，通过使用维生素 B1 作为一种经济高效、无金属且环保的 NHC 催化剂来合成取代酯。空气被用作绿色终端氧化剂。该反应是对现有 NHC 催化氧化酯化的有用补充。
• Base-catalyzed retro-Claisen condensation: a convenient esterification of alcohols via C–C bond cleavage of ketones to afford acylating sources
  作者：Feng Xie、Fengxia Yan、Mengmeng Chen、Min Zhang

  DOI：10.1039/c4ra04618h

  日期：——

  The base-catalyzed esterification of alcohols via retro-Claisen condensation has been demonstrated for the first time. A variety of alcohols including aryl- and heteroaryl methanols as well as aliphatic ones underwent efficient acylation to give the ester products in reasonable to good yields upon isolation. Not only conventional 1,3-diketones but also strong electron-withdrawing group containing acetophenones

  首次证明了通过逆克莱森缩合反应进行的碱催化的醇酯化反应。对各种醇（包括芳基和杂芳基甲醇以及脂肪族醇）进行有效的酰化反应，以使其在分离后以合理的收率得到良好的酯收率。不仅常规的1，3-二酮而且包含强电子吸电子基的苯乙酮都可以用作酰化供应商。合成协议操作简单，适用于广泛的底物范围。它通过逆克莱森缩合反应对现有的酯化反应进行补充，并扩大了这种良性合成方法。