反应详情

A solution of 1-(4-Methoxycarbonylphenyl)-3-(4-n-pentyloxyphenyl)-1-propen-3-one (4.0 g) and hydroxyamine hydrochloride (3.93 g) in ethanol (40 ml) was refluxed for 4 hours. The mixture was diluted with ethyl acetate, and the organic layer was washed with water (×2), brine and dried over magnesium sulfate. The solvents were removed under reduced pressure to give crude oxime. To a solution of crude oxime in 1,2-dichloroethane (20 ml) was added activated-manganese(IV) oxide (10.0 g). The reaction mixture was refluxed for 2 hours and filtered. The residue was washed with dichloromethane. The solvents were removed under reduced pressure and the residue was triturated with acetonitrile. The solid was collected by filtration and dried to give Methyl 4-[3-(4-n-pentyloxyphenyl)isoxazol-5-yl]benzoate (0.98 g).

1. washthe organic layer was washed with water (×2), brine
2. dry with materialdried over magnesium sulfate
3. customThe solvents were removed under reduced pressure
4. customto give crude oxime
5. temperatureThe reaction mixture was refluxed for 2 hours
6. filtrationfiltered
7. washThe residue was washed with dichloromethane
8. customThe solvents were removed under reduced pressure
9. customthe residue was triturated with acetonitrile
10. filtrationThe solid was collected by filtration
11. customdried