Category: 90-27-7

In an article, author is Cvetovich, RJ, once mentioned the application of 90-27-7, Safety of 2-Phenylbutanoic acid, Name is 2-Phenylbutanoic acid, molecular formula is C10H12O2, molecular weight is 164.2011, MDL number is MFCD00002667, category is Benzisoxazole. Now introduce a scientific discovery about this category.

An efficient synthesis of a dual PPAR alpha/gamma agonist and the formation of a sterically congested alpha-aryloxyisobutyric acid via a Bargellini reaction

A practical synthesis of benzisoxazole 1 and its conversion to alpha-aryloxyisobutyric acid 2 using 1,1,1-trichloro-2-methyl-2-propanol (chloretone) was developed. Benzisoxazole I was formed in high yields by the action of either methanesulfonyl chloride/base upon intermediate oxime 8 or with thionyl chloride/base, which initially forms cyclic sulfite 10. A highly reactive, short-lived intermediate derived from chloretone was detected by ReacIR and its half-life determined to be similar to 5 min. Reaction conditions for the Bargellini reaction were developed that resulted in a 95% yield of 2 from the reaction of highly hindered phenol 1 with chloretone hemihydrate and powdered NaOH in acetone. Thus highly hindered alpha-aryloxyisobutyric acids can be made in a single step in high yield.

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Reference:
Benzisoxazole – Wikipedia,
,Benzisoxazole – an overview | ScienceDirect Topics

Synthetic Route of 90-27-7, The transformation of simple hydrocarbons into more complex and valuable products via catalytic C¨CH bond functionalisation has revolutionised modern synthetic chemistry. 90-27-7, Name is 2-Phenylbutanoic acid, SMILES is CCC(C1=CC=CC=C1)C(O)=O, belongs to Benzisoxazole compound. In a article, author is MAKOSZA, M, introduce new discover of the category.

DOES NITROARYLATION OF PHENYLACETONITRILE PROCEED AS A PHASE-TRANSFER-CATALYZED PROCESS

The phase-transfer catalyzed reaction of phenylacetonitrile with 4-chloro-3-(trifluoromethyl)nitrobenzene produces 5-chloro-7-phenyl-4-(trifluoromethyl)benzisoxazole (5) not the nitroarylation product 3a as was reported by Durantini et al. (Durantini, E. N.; Chiacchiera, S. M.; Silber, J. J. J. Org. Chem. 1993, 58, 7115). The catalytic nitroarylation does not occur because the product 3a immediately forms a lipophilic carbanion which inhibits the catalytic process. The nitroarylation occurs under ion-pair extraction conditions when a stoichiometric amount of tetrabutylammonium bromide is used, whereas 2-phenylalkanenitriles are efficiently PTC nitroarylated. 4-Chloro-3-(trifluoromethyl)- and 2-chloro-5-(trifluoromethyl)nitrobenzenes enter vicarious nucleophilic substitution reactions with carbanions of chloromethyl p-tolyl sulfone. These results and formation of 5 show that carbanions add to these nitroarenes initially in positions occupied with hydrogen.

Synthetic Route of 90-27-7, Enzymes are biological catalysts that produce large increases in reaction rates and tend to be specific for certain reactants and products. I hope my blog about 90-27-7 is helpful to your research.

Reference:
Benzisoxazole – Wikipedia,
,Benzisoxazole – an overview | ScienceDirect Topics