反应详情

温度

-78 °C

Butyllithium (30.1 ml) was added slowly at −78° C. to a solution of N,N-dimethyl-1H-imidazol-1-sulfonamide (8,4 g) in tetrahydrofuran (150 ml) and the mixture was stirred at −78° C. for 15 minutes. Chlorotriethylsilane (8.1 ml) was added and the mixture was stirred till the temperature reached 20° C. The mixture was cooled till −78° C., butyllithium (30.1 ml) was added, the mixture was stirred at −78° C. for 1 hour and allowed to reach −15° C. The mixture was cooled again till −78° C., a solution of 6-(4-chlorobenzoyl)-1-methyl-4-phenyl-2(1H)-quinolinone (15 g) in tetrahydrofuran (30 ml) was added and the mixture was stirred till the temperature reached 20° C. The mixture was hydrolized and extracted with ethyl acetate. The organic layer was dried, filtered off and evaporated till dryness. The product was used without further purification, yielding 26 g (100%) of (±)-4-[(4-chlorophenyl)(1,2-dihydro-1-methyl-2-oxo-4-phenyl-6-quinolinyl)hydroxymethyl]-N,N-dimethyl-2-(triethylsilyl)-1H-imidazole-1-sulfonamide (interm. 3-a).

1. stirringthe mixture was stirred till the temperature
2. customreached 20° C
3. temperatureThe mixture was cooled till −78° C.
4. stirringthe mixture was stirred at −78° C. for 1 hour
5. customto reach −15° C
6. temperatureThe mixture was cooled again till −78° C.
7. stirringthe mixture was stirred till the temperature
8. customreached 20° C
9. extractionextracted with ethyl acetate
10. customThe organic layer was dried
11. filtrationfiltered off
12. customevaporated till dryness
13. customThe product was used without further purification