反应详情

To a mixture of N-{4-chloro-2-[1-(4-chlorobenzyloxyimino)propyl]phenyl}trifluoromethanesulfonamide (compound 11) (150 mg, 0.33 mmol) and K2CO3 (137 mg, 0.99 mmol) in acetone (5 mL) was added acetyl chloride (70 μL, 0.99 mmol), and the reaction allowed to stir at RT for 2 hours. The reaction mixture was concentrated under vacuum and the residue dissolved in CHCl3 (20 mL), washed with H2O (15 mL) dried over MgSO4 and concentrated under reduced pressure. The residue was purified by radial thin layer chromatography (eluting with EtOAc/PE, 1:19) to afford N-acetyl-N-{4-chloro-2-[1-(4-chlorobenzyloxyimino)propyl]phenyl}trifluoromethanesulfonamide 307 (156 mg, 95%), as a pale yellow solid. M.p. 64-66° C. 1H n.m.r. (400 MHz, CDCl3) δ 7.51, d, J=2.4 Hz, 1H; 7.42, dd, J=2.4 and 8.8 Hz, 1H, 7.30, m, 4H, 7.23, d, J=2.4 Hz, 1H, 5.12, m, 2H, 2.83, m, 1H, 2.67, m, 1H, 1.91, s, 3H, 1.18, t, J=7.6 Hz, 3H.

1. concentrationThe reaction mixture was concentrated under vacuum
2. dissolutionthe residue dissolved in CHCl3 (20 mL)
3. washwashed with H2O (15 mL)
4. dry with materialdried over MgSO4
5. concentrationconcentrated under reduced pressure
6. customThe residue was purified by radial thin layer chromatography (eluting with EtOAc/PE, 1:19)