反应详情

温度

80 °C

To a solution of methyl 3-hydroxy-2,2-dimethylpropanoate (1.0 g, 7.57 mmol) and 2-chlorobenzylamine (1.09 mL, 9.08 mmol, 1.2 equiv.) in toluene (10 mL) was added trimethylaluminum (2M in hexanes, 5.6 mL, 11.4 mmol, 1.5 equiv.). The reaction mixture was stirred at 80° C. for 2 hours. The reaction mixture was concentrated. The resulting residue was dissolved in EtOAc (100 mL). The organic layer was washed with saturated NaHCO3, dried over Na2SO4, and concentrated. The resulting residue was purified on silica gel column using a mixture of hexanes and ethyl acetate to give N-(2-chlorobenzyl)-3-hydroxy-2,2-dimethylpropanamide (1.55 g, 84%). LRMS (M+H+) m/z 242.1.

1. concentrationThe reaction mixture was concentrated
2. dissolutionThe resulting residue was dissolved in EtOAc (100 mL)
3. washThe organic layer was washed with saturated NaHCO3
4. dry with materialdried over Na2SO4
5. concentrationconcentrated
6. customThe resulting residue was purified on silica gel column
7. additiona mixture of hexanes and ethyl acetate