反应详情

A solution of tert-butyl 4-(3-oxo-3,4-dihydro-2H-benzo[1,4]oxazin-8-ylmethyl)piperidine-1-carboxylate (0.6 g, 1.73 mmol) in anhydrous N,N-dimethylformamide (1 mL), was added dropwise to a stirred suspension of sodium hydride (60%) (0.08 g) in anhydrous N,N-dimethylformamide (12 mL) at 0° C. Stirring was continued for a further 20 mins. before iodomethane (0.5 g) in anhydrous N,N-dimethylformamide (1 mL) was added. The mixture was allowed to stir at room temperature for 4 hours. It was quenched with saturated ammonium chloride (20 mL) and extracted with diethyl ether (100 mL). The organic layer was dried (Na2SO4) and evaporated in vacuo to give a crude oil. Silica gel chromatography eluting with ethyl acetate in hexane (10–20%) gave the title compound as a solid (0.6 g, 97%).

1. stirringto stir at room temperature for 4 hours
2. customIt was quenched with saturated ammonium chloride (20 mL)
3. extractionextracted with diethyl ether (100 mL)
4. dry with materialThe organic layer was dried (Na2SO4)
5. customevaporated in vacuo
6. customto give a crude oil
7. washSilica gel chromatography eluting with ethyl acetate in hexane (10–20%)