反应详情

A mixture of aluminium chloride (10 g) and 5-methylisoxazole-4-carbonyl chloride (2.7 g) in methoxybenzene (50 ml) was stirred at room temperature for 16 hours. The mixture was quenched with excess ice and extracted with ether (3×200 ml). The combined organic layers were washed with water (3×500 ml), dried (anhydrous magnesium sulphate) and filtered. The filtrate was evaporated to dryness. The residue was purified by chromatography on silica eluted with a mixture of ethyl acetate and cyclohexane (1:10) followed by HPLC on silica eluted with a mixture of ethyl acetate and hexane (1:20) to give 4-(4-methoxybenzoyl)-5-methylisoxazole (compound 18, 0.35 g) as a white solid mp 78°-79° C.

1. customThe mixture was quenched with excess ice
2. extractionextracted with ether (3×200 ml)
3. washThe combined organic layers were washed with water (3×500 ml)
4. dry with materialdried (anhydrous magnesium sulphate)
5. filtrationfiltered
6. customThe filtrate was evaporated to dryness
7. customThe residue was purified by chromatography on silica
8. washeluted with a mixture of ethyl acetate and cyclohexane (1:10)
9. washeluted with a mixture of ethyl acetate and hexane (1:20)