反应详情

A solution of N-[4-chloro-2-(2,2-dimethylpropionyl)phenyl]trifluoromethanesulfonamide 29C (300 mg, 0.87 mmol), O-(4-chlorophenyl)hydroxylamine hydrochloride (173 mg, 0.96 mmol) and anhydrous NaOAc (80 mg, 0.96 mmol) in EtOH (20 mL) was stirred for 40 hours at RT. The reaction mixture was concentrated under vacuum, the residue filtered through a pad of silica (eluting with CH2Cl2/PE, 3:7) and the solvent removed under reduced pressure. The residue was purified by recrystallization from CH2Cl2/PE to afford N-{4-chloro-2-[1-(4-chlorophenoxyimino)butyl]phenyl}trifluoromethanesulfonamide 182 (40 mg, 10%), as a yellow solid. M.p. 69-70° C. 1H n.m.r. (200 MHz, CDCl3) δ 7.52, d, J=8.8 Hz, 1H; 7.43, dd, J=2.2 and 8.8 Hz, 1H; 7.25, d, J=9.2 Hz, 2H; 7.18, d, J=2.2 Hz, 1H; 7.01, d, J=9.2 Hz, 2H; 6.43, br s, 1H; 1.33, s, 9H.

1. concentrationThe reaction mixture was concentrated under vacuum
2. filtrationthe residue filtered through a pad of silica (eluting with CH2Cl2/PE, 3:7)
3. customthe solvent removed under reduced pressure
4. customThe residue was purified by recrystallization from CH2Cl2/PE