反应详情

To a stirred suspension of 95% lithium aluminum hydride (2.19 g, 58 mmol) in anhydrous THF (10 mL) at 0° C., was added dropwise a solution of N-(2-chloro-3-fluoro phenyl)-formamide (2.3 g, 13.2 mmol) in anhydrous THF (20 mL). The reaction mixture was allowed to slowly warm to room temperature and was stirred for a further 40 mins. The mixture was cooled to 0° C. and was quenched via the sequential addition of water (4 mL), 15% aq. NaOH (2 mL), then water (4 mL). Organics were extracted into a mixture of 3:1 DCM: IPA (100 mL) and washed with water (50 mL). The organic layer was separated and dried over MgSO4. Filtration then concentration in vacuo gave N-methyl-2-chloro-3-fluoroaniline 29-1 (2.07 g, 99%) as a yellow oil. MS (M+H)+: 160.1, tR=2.21 min (method 1).

1. temperatureThe mixture was cooled to 0° C.
2. customwas quenched via the sequential addition of water (4 mL), 15% aq. NaOH (2 mL)
3. extractionOrganics were extracted into a mixture of 3:1 DCM
4. washIPA (100 mL) and washed with water (50 mL)
5. customThe organic layer was separated
6. dry with materialdried over MgSO4
7. filtrationFiltration
8. concentrationconcentration in vacuo