4-chlorobenzyl propionate | 16932-25-5

• 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 propionate
• 英文别名: 2-chlorobenzyl propionate；(4-Chlorophenyl)methyl propanoate
• CAS: 16932-25-5
• 化学式: C₁₀H₁₁ClO₂
• 分子量: 198.649
• InChiKey: RFUPQAPIXZXSRH-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3.1
• 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：

  对氯苯甲酸 在 trimethylamine borane 作用下， 以 xylene 为溶剂， 反应 14.0h， 生成 4-chlorobenzyl propionate
  参考文献：
  名称：

  Trimethylamine-Borane a Useful Reagent in the One-Pot Preparation of Carboxylic Esters from Carboxylic Acids

  摘要：

  羧酸酯2a-h（R1CO2CH2R1）和4a-d（R1CO2CH2R2）是通过烷基或芳基羧酸合成，采用一锅法反应，包括原位还原后进行酯化反应，两个步骤均以三甲胺-硼烷为媒介。

  DOI：

  10.1055/s-1990-27034

文献信息

• Rhodium‐Catalyzed Reductive Esterification Using Carbon Monoxide as a Reducing Agent
  作者：Vladimir S. Ostrovskii、Sofiya A. Runikhina、Oleg I. Afanasyev、Denis Chusov

  DOI：10.1002/ejoc.202000438

  日期：2020.7.23

  A rhodium‐catalyzed reductive esterification of carboxylic acids with carbonyl compounds was developed. This protocol fits a variety of carboxylic acids and aldehydes, opening the short way from industrial bulk compounds to valuable esters.

  开发了铑催化的羧酸与羰基化合物的还原酯化反应。该协议适用于各种羧酸和醛，为从工业原料化合物到有价值的酯的捷径开辟了道路。
• 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。
• Dual-acting antihypertensive agents
  申请人：Choi Seok-Ki

  公开号：US20080188533A1

  公开（公告）日：2008-08-07

  The invention is directed to compounds of formula I: wherein Ar, r, R 3 , X, and R 5-7 are as defined in the specification, and pharmaceutically acceptable salts thereof. The compounds of formula I have AT 1 receptor antagonist activity and neprilysin inhibition activity. The invention is also directed to pharmaceutical compositions comprising such compounds; methods of using such compounds; and a process and intermediates for preparing such compounds.

  该发明涉及以下化合物的公式I：其中Ar、r、R3、X和R5-7如规范中定义，并且其药用盐。公式I的化合物具有AT1受体拮抗活性和脑利钠酶抑制活性。该发明还涉及包含这种化合物的药物组合物；使用这种化合物的方法；以及制备这种化合物的过程和中间体。
• Electroreductive Acylation of Benzyl Chlorides with Acid Anhydrides. Stereoselective Formation of (<i>E</i>)-Enol Esters from Benzyl Alkyl Ketones
  作者：Ikuzo Nishiguchi、Tsuneo Oki、Tsuneaki Hirashima、Jiro Shiokawa

  DOI：10.1246/cl.1991.2005

  日期：1991.11

  Electroreduction of benzyl chlorides in the presence of acid anhydrides brought about stereoselective formation of (E)-enol esters of the corresponding benzyl alkyl ketones, the initial acylated products, in good to moderate yields.

  在酸酐的存在下，苄基氯的电还原导致相应苄基烷基酮的 (E)-烯醇酯的立体选择性形成，初始酰化产物，产率良好至中等。
• METHOD FOR PRODUCING CARBOXYLIC ACID AMIDE
  申请人：Tomokawa Junichi

  公开号：US20130123505A1

  公开（公告）日：2013-05-16

  A carboxamide can be produced in a high yield by a method for producing a carboxamide, for example, represented by formula (4): (wherein R 1 and R 3 are as defined below), the method comprising a step of allowing a carboxylic acid ester represented by formula (1): (wherein R 1 represents an optionally substituented C 1 -C 20 hydrocarbon group or an optionally substituented C 3 -C 20 heterocyclic group, and R 2 represents an optionally substituented C 1 -C 20 hydrocarbon group), an amine represented by formula (2): R 3 —NH 2 (2) (wherein R 3 represents a hydrogen atom or an optionally substituented C 1 -C 20 hydrocarbon group), and a formamide compound represented by formula (3): (wherein R 3 is as defined above) to react in the presence of a metal alkoxide.

  通过一种生产羧酰胺的方法可以高产率生产羧酰胺，例如，如公式（4）所示的方法：（其中R1和R3如下定义），该方法包括允许由公式（1）表示的羧酸酯（其中R1表示可选取代的C1-C20烃基或可选取代的C3-C20杂环基，R2表示可选取代的C1-C20烃基），由公式（2）表示的胺：R3—NH2（2）（其中R3表示氢原子或可选取代的C1-C20烃基），以及由公式（3）表示的甲酰胺化合物（其中R3如上所定义）在金属烷氧化物存在下反应的步骤。