反应详情

A stirred suspension of 4-bromo-3-methylbenzoic acid (5.0 g, 0.023 mole) in thionyl chloride (20 ml) was heated under reflux for 2 hours, then concentrated in vacuo. The residual acid chloride was dissolved in dichloromethane (100 ml) and added dropwise over 10 minutes to a stirred solution of N,O-dimethylhydroxylamine hydrochloride (2.4 g, 0.025 mole) and pyridine (5.6 ml, 0.069 mole) in dichloromethane (150 ml) and acetonitrile (20 ml) at -20° C. The reaction mixture was allowed to warm to room temperature over 3 hours then treated with 10% Na2CO3 solution and extracted with dichloromethane. The extract was dried (Na2SO4) and concentrated in vacuo to afford the title compound as a pale yellow oil (5.9 g, 100%).

1. temperaturewas heated
2. temperatureunder reflux for 2 hours
3. concentrationconcentrated in vacuo
4. dissolutionThe residual acid chloride was dissolved in dichloromethane (100 ml)
5. extractionextracted with dichloromethane
6. dry with materialThe extract was dried (Na2SO4)
7. concentrationconcentrated in vacuo