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3-(4-FLUORO-PHENYL)-4,5-DIHYDRO-ISOXAZOLE-5-CARBOXYLIC ACID synthesis

2synthesis methods
-

Yield:522615-28-7 73%

Reaction Conditions:

with pyridine;N-chloro-succinimide in chloroform at 20;Inert atmosphere;Cooling with ice;

Steps:

4.3. General synthetic procedure for aryl-isoxazoline acid 3a-c

General procedure: A solution of the corresponding aryl-aldoxime (2 mmol) in CHCl3 (2 mL) was added dropwise to an ice-cooled solution of CHCl3 (8 mL), acrylic acid (2.3 mmol), pyridine (3 mmol) and N-chlorosuccinimide (NCS) (0.31 g, 2.3 mmol) under nitrogen for 30 min. The reaction was then stirred at room temperature for several hours and monitored to the completion by thin-layer chromatography. The solution was washed with water and dried with Na2SO4. The filtrate was evaporated under a reduced pressure and the residue purified by recrystallization from appropriate solvents. The physico-chemical properties and spectral data for representative compounds are as follows

References:

Shi, Liqiao;Hu, Rui;Wei, Yanhong;Liang, Ying;Yang, Ziwen;Ke, Shaoyong [European Journal of Medicinal Chemistry,2012,vol. 54,p. 549 - 556] Location in patent:experimental part