反应详情

温度

20 °C

A solution of 4-cyanoimidazole (42.7 g , 0.458 mol) in THF (500 ml) was added dropwise over 30 min to a solution (1.4 L, 1.47 mol, 3.2 equivalents) of 1.1 M isopropyl magnesium bromide in THF at 0 to 10° C. under a nitrogen atmosphere. The mixture was stirred at 15 to 25° C. for 3 h. Water (430 ml) and 10% aqueous sulfuric acid solution (860 ml) were successively added dropwise, and the mixture was stirred at 30 min. A 30% aqueous sodium hydroxide solution was added dropwise to adjust the pH to 8. After partitioning, the aqueous layer was extracted with ethyl acetate (300 ml×2). The organic layer was combined, and the mixture was washed successively with saturated aqueous sodium hydrogencarbonate and saturated brine, and concentrated under reduced pressure. The concentration residue was broken up with isopropyl ether (300 ml). The crystals were collected by filtration and washed with isopropyl ether. The crystals were dried in vacuo (40° C.) to give 1-(1H-imidazol-4-yl)-2-methyl-1-propanone (51.9 g, yield 82%). 1H-NMR (CDCl3): δ 1.25 (6H, d, J=6.9 Hz), 3.36 (1H, quint, J=6.9 Hz), 7.81 (1H, s), 7.87 (1H, s)

1. stirringthe mixture was stirred at 30 min
2. customAfter partitioning
3. extractionthe aqueous layer was extracted with ethyl acetate (300 ml×2)
4. washthe mixture was washed successively with saturated aqueous sodium hydrogencarbonate and saturated brine
5. concentrationconcentrated under reduced pressure
6. filtrationThe crystals were collected by filtration
7. washwashed with isopropyl ether
8. customThe crystals were dried in vacuo (40° C.)