反应详情

温度

0 °C

2-Propylmagnesium chloride (2.0 M in THF, 5.00 mL 10.00 mmol) was added to a solution of 2,5-dibromopyridine (2.37 g, 10.00 mmol) in THF (5.0 mL) at RT. The resulting brown suspension was stirred for 1 h and then cooled to 0° C. 3-Dimethylaminoacrolein (95%, 1.30 mL, 12.36 mmol) was added and the mixture was warmed to RT and stirred for 2 h. 2 N HCl was added and after 5 min the mixture was cooled to 0° C. The precipitated solids were removed by filtration and partitioned between ethyl acetate (75 mL) and 10% NaOH (25 mL). The ethyl acetate layer was washed with brine (25 mL), dried (MgSO4), and concentrated. Recrystallization from ethyl acetate provided 550 mg (26%) of the title compound as shiny brown flakes. MS 211 (M+H)+.

1. temperaturethe mixture was warmed to RT
2. stirringstirred for 2 h
3. temperaturewas cooled to 0° C
4. customThe precipitated solids were removed by filtration
5. custompartitioned between ethyl acetate (75 mL) and 10% NaOH (25 mL)
6. washThe ethyl acetate layer was washed with brine (25 mL)
7. dry with materialdried (MgSO4)
8. concentrationconcentrated
9. customRecrystallization from ethyl acetate