反应详情

To a solution of 28.6 g (0.39 mole) of the butanamine in 75 mL of acetic anhydride was added 15 g of 1-nitro-2-propanone. A white precipitate formed almost at once. The mixture was warmed gently until the solid dissolved, cooled, stirred for five hours, carefully poured onto water and extracted with ether. The organic layer was separated, washed with water, dried over anhydrous magnesium sulfate and the solvent removed under reduced pressure. After storage at 0° C. overnight, the residue had crystallized. Recrystallization of the resulting solid from dibutyl ether gave 9.3 g of 4-(3-nitrophenyl)-3-nitro-3-buten-2-one, 1H NMR 8.4 (m, 2H), 7.7 (m, 2H), 7.5 (s, 1H), 2.5 (s, 3H).

1. customA white precipitate formed almost at once
2. temperatureThe mixture was warmed gently until the solid
3. dissolutiondissolved
4. temperaturecooled
5. additioncarefully poured onto water
6. extractionextracted with ether
7. customThe organic layer was separated
8. washwashed with water
9. dry with materialdried over anhydrous magnesium sulfate
10. customthe solvent removed under reduced pressure
11. customAfter storage at 0° C. overnight, the residue had crystallized
12. customRecrystallization of the resulting solid from dibutyl ether