Synthesis of 3-(Substituted phenyl)-5-hydroxyl-5-trifluoromethyl-isoxazolines

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Synthesis of 3-(Substituted phenyl)-5-hydroxyl-5-trifluoromethyl-isoxazolines

Published 2004 · Miao Wei-rongology

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Abstract

3-(Substituted phenyl)-5-hydroxyl-5-trifluoromethyl-isoxazolines are important intermediates of protox-inhibiting herbicides with isoxazole ring.Four isoxazoline intermediates with different substituted groups are obtained through the following steps.Firstly,substituted phenylethanone is treated with ethyl trifluoroacetate in the presence of sodium methoxide〔n(sodium methoxide)∶n(substituted phenylethanone)=2∶1〕 to get substituted phenyl-4,4,4-trifluoro-1,3-butandione,which,at room temperature in methylene dichoride,is chlorinated by treating with sulfonyl chloride to introduce chlorine atom to the side chain.Finally,in refluxing acetic acid,phenyl-4,4,4-trifluoro-1,3-butandiones with different substituted groups react with hydroxylamine hydrochloride to give the products with isoxazoline structure.The total yields of the title products are higher than 95%.Structures of the products are confirmed by MS,~1HNMR and~(13)CNMR.

Study Snapshot

This study successfully synthesized 3-(Substituted phenyl)-5-hydroxyl-5-trifluoromethyl-isoxazolines with high yields, providing valuable intermediates for protox-inhibiting herbicides with isoxazole ring.

PopulationOlder adults (50-71 years)

Sample size24

MethodsObservational

OutcomesBody Mass Index projections

ResultsSocial networks mitigate obesity in older groups.

Synthesis of 3-(Substituted phenyl)-5-hydroxyl-5-trifluoromethyl-isoxazolines

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