反应详情

温度

0 °C

To a stirred solution of tert-butyl 4-bromo-2-fluorobenzoate (1.5 g, 5.45 mmol) in THF (70 mL) at −100° C. under argon was carefully added BuLi (2.5 M in hexane, 2.3 mL, 5.75 mmol). The mixture was kept at −100° C. to −80° C. for 1 h and then DMF (1.0 mL) in THF (5 mL) was added. After 1 h, the mixture was warmed to 0° C. and quenched by adding sat. aq NH4Cl, and extracted with EtOAc. The organic layer was separated, washed with brine, dried (MgSO4), and concentrated under vacuum. The residue was purified by column chromatography on silica gel using EtOAc/hexane (0-10%) as eluent to give the product (750 mg, 61%) as a white solid.

1. customat −100° C.
2. waitAfter 1 h
3. customquenched
4. additionby adding sat. aq NH4Cl
5. extractionextracted with EtOAc
6. customThe organic layer was separated
7. washwashed with brine
8. dry with materialdried (MgSO4)
9. concentrationconcentrated under vacuum
10. customThe residue was purified by column chromatography on silica gel