반응 #171053

반응 방정식

4-(4-bromo-2-methyl-3-oxobutan-2-yl)-2-chlorobenzenesulfonamide

NaN3

→

4-(4-azido-2-methyl-3-oxobutan-2-yl)-2-chlorobenzenesulfonamide

수율 79.4%

용매

water

DMF

반응 조건

후처리

1. 1
   추출extracted with EtOAc
2. 2
   세척The combined extracts were washed with 1M HCl and water successively
3. 3
   건조dried over MgSO4
4. 4
   여과filtered
5. 5
   기타evaporated
6. 6
   기타The residue was purified by chromatography (Hex/EtOAc=4:1 to 2:1)

실험 절차

To a solution of 4-(4-bromo-2-methyl-3-oxobutan-2-yl)-2-chlorobenzenesulfonamide (11.3 g, 31.8 mmol) in DMF (50 mL) was added NaN3 (3.1 g, 47.8 mmol, 1.5 eq) at 0° C. After stirring 2 h, the residue was diluted with water and extracted with EtOAc. The combined extracts were washed with 1M HCl and water successively, dried over MgSO4, filtered and evaporated. The residue was purified by chromatography (Hex/EtOAc=4:1 to 2:1) to give 4-(4-azido-2-methyl-3-oxobutan-2-yl)-2-chlorobenzenesulfonamide (8.0 g, 79% yield) as yellow sticky oil. 1H NMR (400 MHz, CDCl3) δ 8.11 (d, J=8.4 Hz, 1H), 7.43 (s, 1H), 7.29 (d, J=2.2 Hz, 1H), 5.12 (s, 2H), 4.11 (s, 2H), 1.58 (s, 6H).

출처