反应详情

温度

0 °C

A solution of 4-bromo-1,2-dimethylbenzene (78.6 mg, 425 μmol) in THF (1.3 mL) was cooled (−78° C.) and treated with n-BuLi (1.6 M in n-hexane, 265 μL, 425 μmol). After 15 min a solution of 4-bromo-6,7-dihydroisoquinolin-8(5H)-one (intermediate A-1[C]) (80 mg, 354 μmol) in THF (1.3 mL) was added and after 1 h the brown suspension was warmed up 0° C. The mixture was poured on aq. sat. NH4Cl-solution and extracted with EtOAc (3×). The organic layers were washed with aq. sat. NaHCO3 and aq. sat. NaCl solution, dried over Na2SO4 and concentrated in vacuo. Purification by flash chromatography (50 g SiO2, Telos-cartridge, CH2Cl2/MeOH (1 to 2%)) gave the title compound (75 mg, 64%) as off-white foam. MS: 332.1 (M+H+, 1 Br).

1. extractionextracted with EtOAc (3×)
2. washThe organic layers were washed with aq. sat. NaHCO3 and aq. sat. NaCl solution
3. dry with materialdried over Na2SO4
4. concentrationconcentrated in vacuo
5. customPurification by flash chromatography (50 g SiO2, Telos-cartridge, CH2Cl2/MeOH (1 to 2%))