反应详情

n-Butyllithium (1.58M in hexane; 21 ml) was added at -78° under nitrogen to a stirred solution of diisopropylamine (4.6 ml) in dry THF (75 ml) and the solution was stirred at 0° for 30 min. The solution was cooled to -78° and added to a solution of 3-methoxy-2-cyclohexen-1 one (3.4 g) in dry THF (25 ml) at -78° under nitrogen with stirring. After stirring for 1 h at -78° and for 30 min. at 0° the solution was cooled to -78° and a solution of 4-(chloromethyl)-5-methyl-1-(triphenylmethyl)-1H-imidazole (10 g) in dry THF (100 ml) was added dropwise with stirring under nitrogen. The solution was stirred at -78° for 3 h and at 0° for 30 min., treated with 8% aqueous sodium bicarbonate (400 ml) and extracted with ethyl acetate (2×300 ml). The combined, dried organic extracts were evaporated to give an oil (ca. 13 g) which was purified by SPCC eluting with System A (967:30:3) to give the title compound (3.28 g), m.p. 145°-148°.

1. temperatureThe solution was cooled to -78°
2. stirringwith stirring
3. stirringAfter stirring for 1 h at -78° and for 30 min. at 0° the solution
4. temperaturewas cooled to -78°
5. stirringwith stirring under nitrogen
6. stirringThe solution was stirred at -78° for 3 h and at 0° for 30 min.
7. extractionextracted with ethyl acetate (2×300 ml)
8. customdried organic extracts were evaporated