反应详情

A solution of 8-nitro-quinoline-7-carbaldehyde (Intermediate 204) (1.14 g, 5.64 mmol) in dry THF (10 ml) was cooled to 0° C. in an ice bath. Bromo(phenyl)magnesium (1 M in THF; 5.64 ml) was added and the reaction mixture was stirred at room temperature for 30 min. The reaction was quenched with sat. ammonium chloride (10 ml) and the resulting organic phase was extracted with EtOAc (20 ml). The combined organic phases were washed with brine (10 ml), dried (Na2SO4) and concentrated in vacuo. The crude residue was purified by column chromatography with heptane/EtOAc (60:40) as the eluent, to give the title compound (1.09 g, 60%).

1. customThe reaction was quenched with sat. ammonium chloride (10 ml)
2. extractionthe resulting organic phase was extracted with EtOAc (20 ml)
3. washThe combined organic phases were washed with brine (10 ml)
4. dry with materialdried (Na2SO4)
5. concentrationconcentrated in vacuo
6. customThe crude residue was purified by column chromatography with heptane/EtOAc (60:40) as the eluent