3307-39-9Relevant articles and documents
Preparation method of (R)-(+)-2-(4-hydroxyphenoxy) propionic acid
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Paragraph 0056-0057; 0063-0064; 0066-0067, (2021/04/21)
The invention provides a preparation method of (R)-(+)-2-(4-hydroxyphenoxy) propionic acid, and belongs to the technical field of pesticide intermediates. Phenol compounds (parachlorophenol, p-bromophenol, p-iodophenol or p-hydroxybenzenesulfonic acid) are adopted as raw materials and react with (S)-(-)-2-chloropropionic acid to synthesize R-(+)-2-(4-chlorophenoxy) propionic acid, and the (R)-(+)-2-(4-hydroxyphenoxy) propionic acid is obtained after hydrogen hydrolysis. The raw material phenol compound used in the invention is low in price and simple in process operation; and the method avoids using hydroquinone as a raw material, and solves the problems of high raw material cost, difficult product purification and low product quality caused by hydroquinone disubstituted impurities generated in the reaction when hydroquinone is used as a raw material for synthesis in the traditional method.
Access to Optically Enriched α-Aryloxycarboxylic Esters via Carbene-Catalyzed Dynamic Kinetic Resolution and Transesterification
Liu, Bin,Song, Runjiang,Xu, Jun,Majhi, Pankaj Kumar,Yang, Xing,Yang, Song,Jin, Zhichao,Chi, Yonggui Robin
supporting information, p. 3335 - 3338 (2020/04/30)
Optically active α-aryloxycarboxylic acids and their derivatives are important functional molecules. Disclosed here is a carbene-catalyzed dynamic kinetic resolution and transesterification reaction for access to this class of molecules with up to 99% yields and 99:1 er values. Addition of a chiral carbene catalyst to the ester substrate leads to two diastereomeric azolium ester intermediates that can quickly epimerize to each other and thus allows for effective dynamic kinetic resolution to be realized. The optically enriched ester products from our reaction can be quickly transformed to chiral herbicides and other bioactive molecules.
Synthesis method of(R)-2-[4-(4-cyano-2-fluorophenoxy)phenoxy] propionic acid
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Paragraph 0011; 0013; 0015; 017; 0019; 0021, (2019/12/25)
The invention discloses a method for synthesizing cyhalofop butyl intermediate(R)-2-[4-(4-cyano-2-fluorophenoxy)phenoxy] propionic acid.(S)-2-chloropropionic acid methyl ester and p-chlorophenol are used as raw materials, an etherification reaction is performed under an alkaline condition to generate(R)-2-(4-hydroxyphenoxy)propionic acid, and the etherification product and 3-fluoro-4-hydroxybenzonitrile generate the(R)-2-[4-(4-cyano-2-fluorophenoxy)phenoxy] propionic acid under the action of an acid-binding agent. According to the method, the problems of serious excessive hydroquinone servingas a raw material, massive use of an inorganic base and generation of dietherification byproducts in synthesis are avoided. The method is high in atom utilization rate, high in reaction yield and lowin production cost.