反应详情

5-Methoxy-2-bromophenylacetyl chloride (60 g, 0.23 mol) is dissolved in anhydrous Et2O (400 mL), stirred and cooled in an ice bath. A 2 M solution of dimethylamine (228 mL, 0.46 mol) is added dropwise and the mixture allowed to warm to room temperature and stirred for 2 hours. Additional Et2O (500 mL) is added. The organic solution is washed with 1 N HCl (2×500 mL), saturated NaHCO3 (500 mL) and brine (500 mL). The organic layer is dried (Na2SO4) and concentrated by rotary evaporator. The residue is purified using flash chromatography (hexanes/EtOAc, from 7:3 to 1:9). Trituration of the crude product with Et2O/hexanes gives N,N-dimethyl-5-methoxy-2-bromophenylacetamide as a white crystalline solid (m.p. 88–90° C.).

1. temperaturecooled in an ice bath
2. stirringstirred for 2 hours
3. washThe organic solution is washed with 1 N HCl (2×500 mL), saturated NaHCO3 (500 mL) and brine (500 mL)
4. dry with materialThe organic layer is dried (Na2SO4)
5. concentrationconcentrated by rotary evaporator
6. customThe residue is purified