反应详情

To a solution of 2-chloro-3-fluorobenzoic acid (30 g, 172 mmol) in 300 mL of DCM was added carbonyldiimidazole (CDI) (32.0 g, 198 mmol) in portions. After addition and then stirring at RT for 1 h, N,O-dimethylhydroxylamine HCl salt (18.5 g, 189 mmol) was added into the mixture followed by Et3N (20 mL). The mixture was stirred at RT overnight. After the reaction was quenched with water, the aqueous layer was extracted with DCM (2×). The organic layers were washed with 2N HCl (aq), water, sat. NaHCO3 (aq) and brine. The solution was dried (MgSO4) and concentrated. The product 2-chloro-3-fluoro-N-methoxy-N-methylbenzamide (32.0 g) was obtained by silica gel chromatography (elution with 0-30% EtOAc/Hex).

1. additionAfter addition
2. stirringThe mixture was stirred at RT overnight
3. customAfter the reaction was quenched with water
4. extractionthe aqueous layer was extracted with DCM (2×)
5. washThe organic layers were washed with 2N HCl (aq), water, sat. NaHCO3 (aq) and brine
6. dry with materialThe solution was dried (MgSO4)
7. concentrationconcentrated