反应详情

温度

-78 °C

To a solution of 1-bromo-3-chlorobenzene (5 g, 18.2 mmol) in anhydrous THF (25 mL) at −78° C. under nitrogen was added dropwise a solution of 2.5 M n-BuLi in hexane (18.2 mmol). After stirring for 1 h at −78° C., a solution of (R)-tert-butyl 2-(methoxy(methyl)carbamoyl)morpholine-4-carboxylate (3.47 g, 18.2 mmol) in anhydrous THF (10 mL) was added dropwise. After addition, the reaction mixture was allowed to warm to rt and stirred for 2 h. Tlc indicated the reaction was complete. The mixture was quenched with satd aq NH4Cl (50 mL) and extracted with EtOAc (3×20 mL). The combined organic layers were washed with brine, dried over Na2SO4 and concentrated in vacuo to give the crude product (5.5 g, 93%), which was used immediately for next step without purification.

1. additionAfter addition
2. temperatureto warm to rt
3. stirringstirred for 2 h
4. customThe mixture was quenched with satd aq NH4Cl (50 mL)
5. extractionextracted with EtOAc (3×20 mL)
6. washThe combined organic layers were washed with brine
7. dry with materialdried over Na2SO4
8. concentrationconcentrated in vacuo