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ChemicalBook CAS DataBase List 5-(4-CHLOROPHENYL)ISOXAZOLE
7064-32-6

5-(4-CHLOROPHENYL)ISOXAZOLE synthesis

9synthesis methods
-

Yield:7064-32-6 44% ，31301-39-0 42%

Reaction Conditions:

with N-chloro-succinimide;hydroxylamine hydrochloride;scandium tris(trifluoromethanesulfonate) in 1,4-dioxane at 101; for 5 h;Sealed tube;

Steps:

4 Example 4Method for preparing isoxazole derivative, two kinds of isoxazole derivative obtained,Isoxazole derivative I is 5- (4-chlorophenyl) isoxazole, and isoxazole derivative II is 3- (4-chlorophenyl) isoxazole;

he preparation process is: adding propargyl alcohol derivative, halogen source and acid in a sealed tube,The reaction was carried out at 101 ° C under heating and reflux, and hydroxylamine was added after the disappearance of the propargyl alcohol derivative was monitored by TLC.After 5 hours of reaction, saturated brine was added to quench the reaction. The organic phase was extracted with ethyl acetate and dried over anhydrous sodium sulfate.Concentration yields the isoxazole derivative, which can be purified by column chromatography to calculate the yield:The yield of isoxazole derivative I was 44%, the yield of isoxazole derivative II was 42%, and the total yield of isoxazole derivatives was 86%.Among them, propargyl alcohol, halogen source, hydroxylamine,Solvent and acid loading conditions 3- (4-chlorophenyl) prop-2-yn-1-ol (2 mmol), NCS (2.4 mmol), hydroxylamine hydrochloride (2.8 mmol),Dioxane (40 mL) and scandium triflate (0.4 mmol).

References:

CN110483430,2019,A Location in patent:Paragraph 0066-0071