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ChemicalBook CAS DataBase List 5-(4-METHOXYPHENYL)ISOXAZOLE

5-(4-METHOXYPHENYL)ISOXAZOLE synthesis

10synthesis methods
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Yield:3672-48-8 41% ,61428-20-4 46%

Reaction Conditions:

with iron(II) triflate;Benzyl N-hydroxycarbamate;N-iodo-succinimide in benzene at 80; for 5 h;Sealed tube;

Steps:

7 Example 7Method for preparing isoxazole derivative, two kinds of isoxazole derivative obtained,Isoxazole derivative I is 5- (4-methoxyphenyl) isoxazole, and isoxazole derivative II is 3- (4-methoxyphenyl) isoxazole;

The preparation process is: adding propargyl alcohol derivative, halogen source and acid in a sealed tube,The reaction was carried out under heating and reflux at 80 ° C, 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, dried over anhydrous sodium sulfate, and concentrated.The isoxazole derivative is obtained, and the product purity can be improved by column chromatography. The yield is calculated: the yield of isoxazole derivative I is 41%The yield of isoxazole derivative II was 46%, and the total yield of isoxazole derivative was 87%.Among them, propargyl alcohol, halogen source, hydroxylamine,Solvent and acid loading was 3- (4-methoxyphenyl) prop-2-yn-1-ol (2 mmol), NIS (2.2 mmol), N-benzyloxycarbonylhydroxylamine (2.8 mmol),Benzene (25 mL) and ferrous triflate (0.08 mmol).

References:

CN110483430,2019,A Location in patent:Paragraph 0084-0089

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