3-(2-hydroxy-phenoxy)-propionic acid | 19847-26-8

• 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: 3-(2-hydroxy-phenoxy)-propionic acid
• 英文别名: 3-(2-Hydroxy-phenoxy)-propionsaeure；β-(o-Hydroxyphenyloxy)propionsaeure；3-(2-Hydroxy-phenoxy)propansaeure；3-(2-Hydroxyphenoxy)propanoic acid
• CAS: 19847-26-8
• 化学式: C₉H₁₀O₄
• 分子量: 182.176
• InChiKey: IOAGPYVUYQPCMC-UHFFFAOYSA-N

物化性质

• 熔点：
  128-130 °C
• 沸点：
  327.4±17.0 °C(Predicted)
• 密度：
  1.305±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  0.8
• 重原子数：
  13
• 可旋转键数：
  4
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.22
• 拓扑面积：
  66.8
• 氢给体数：
  2
• 氢受体数：
  4

反应信息

• 作为产物：
  描述：

  2,3-二氢苯并吡喃-4-酮 在 高氯酸 、 双氧水 作用下， 生成 3-(2-hydroxy-phenoxy)-propionic acid
  参考文献：
  名称：

  用过氧化氢/高氯酸氧化色满酮的环裂解

  摘要：

  色满酮 2、6 和 14 与过氧化氢/高氯酸反应生成羧酸 4a、8 和 17a，它们可以转化为内酯 3、7 和 15。

  DOI：

  10.1002/ardp.19793120905

文献信息

• METHOD FOR MANUFACTURING ESTER
  申请人：Ishihara Kazuaki

  公开号：US20130217898A1

  公开（公告）日：2013-08-22

  The present invention relates to a method for manufacturing an ester from a ketone or an aldehyde, which is a reactive substrate, by a Baeyer-Villiger oxidation reaction using hydrogen peroxide, and in this method, as a catalyst, M(BAr 4 ) n , which is a metal borate, is used (M represents an alkali metal or an alkaline earth metal; Ar represents an aryl; and n is the same number as the valence of M). For example, when cyclohexanone was used as the reactive substrate, and Sr[B(3,5-CF 3 C 6 H 3 ) 4 ] 2 was used as the catalyst, ε-caprolactone was obtained at an isolated yield of 82%.

  本发明涉及一种从酮或醛（作为反应底物）制造酯的方法，该方法通过使用过氧化氢进行巴耶-维利格氧化反应，在该方法中，作为催化剂使用了M(BAr4)n，该催化剂是一种金属硼酸盐（M代表碱金属或碱土金属；Ar代表芳基；n与M的化合价相同）。例如，当环己酮作为反应底物，Sr[B(3,5-CF3C6H3)4]2作为催化剂时，得到了ε-己内酯，其分离收率为82%。
• IODOARENE DERIVATIVE, METHOD FOR MANUFACTURING OPTICALLY ACTIVE SPIROLACTONE COMPOUND BY USING THE SAME, AND METHOD FOR MANUFACTURING OPTICALLY ACTIVE CYCLOADDUCT
  申请人：Ishihara Kazuaki

  公开号：US20130338364A1

  公开（公告）日：2013-12-19

  An optically active spirolactone compound is highly enantioselectively produced by using an iodoarene derivative which can be synthesized easily and which is not racemized easily. A hypervalent iodine compound precursor (iodoarene derivative) which was able to be designed flexibly was synthesized from 2,6-dihydroxyiodoarene by using 1,2-aminoalcohol as a chiral source in short steps, a hypervalent iodine compound was prepared in a reaction system (in situ) by using a catalyst quantity of the resulting precursor in the presence of a stoichiometric quantity of m-CPBA, and a spirolactonization reaction of 3-(1-hydroxy-2-naphthyl)propionic acid was induced. As a result, a corresponding spirolactone compound was obtained at a high enantiomeric excess.

  通过使用易于合成且不易发生不对称化的碘芳烃衍生物，高度对映选择性地产生了光学活性的螺内酯化合物。通过使用1,2-氨基醇作为手性源，从2,6-二羟基碘芳烃中灵活设计合成了一个高价碘化合物前体（碘芳烃衍生物），在反应体系中（原位）使用所得前体的催化量和化学计量的m-CPBA，在3-（1-羟基-2-萘基）丙酸的存在下诱导了螺内酯化反应。结果，得到了相应的螺内酯化合物，其对映异构体过量非常高。
• An improved process for the minimization of racemization in the preparation of optically active ((aryloxy) phenoxy) propionate herbicides
  申请人：DOWELANCO

  公开号：EP0344746A2

  公开（公告）日：1989-12-06

  One of the routes to prepare optically active 2-(4-aryloxphenoxy)propionic acid ester herbicide is to couple optically active 2-(4-hydrophenoxy)propionic acid esters with halogenated aromatic or heteroaromatic compound. Conversion of the optically active 2-(4-hydroxyphenoxy)propionic acid ester into the acid salt prior to the coupling step effectively prevents the racemization that unexpectedly occurs otherwise.

  制备光学活性 2-(4-芳氧基苯氧基)丙酸酯除草剂的途径之一是将光学活性 2-(4-羟基苯氧基)丙酸酯与卤代芳香族或杂芳族化合物偶联。在偶联步骤之前，将具有光学活性的 2-(4-羟基苯氧基)丙酸酯转化为酸盐，可有效防止意外发生的消旋化。
• Amebacidal Chromanones
  作者：Paul F. Wiley

  DOI：10.1021/ja01153a048

  日期：1951.9
• IODOARENE DERIVATIVE, METHOD FOR PRODUCING OPTICALLY ACTIVE SPIROLACTONE COMPOUND USING SAME, AND METHOD FOR PRODUCING OPTICALLY ACTIVE CYCLIZATION ADDUCT
  申请人：National University Corporation Nagoya University

  公开号：EP2684863B1

  公开（公告）日：2017-05-24