反应详情

温度

0 °C

A suspension of 4-bromo-6,7-dihydroisoquinolin-8(5H)-one (intermediate A-2 [C]) (2.135 g, 9.44 mmol) in MeOH (18.9 mL) was cooled to 0° C. and treated with NaBH4 (357 mg, 9.44 mmol) in 5 portions over 30 min. The reaction was stirred for ¾ h at 0° C., then AcOH was added dropwise until a pH ˜5-6 was obtained and the reaction mixture was evaporated. The residue was diluted with water and poured into aq. sat. NaHCO3-solution, then extracted with EtOAc (3×). The organic layers are washed once with aq. sat. NaHCO3 and aq. 10% NaCl solution, dried over Na2SO4 and concentrated in vacuo. The residue was precipitated with CH2Cl2/n-pentane to afford the title compound (1.98 g, 92%) as dark brown viscous oil. MS: 227 (M+, 1Br).

1. customwas obtained
2. customthe reaction mixture was evaporated
3. additionThe residue was diluted with water
4. additionpoured into aq. sat. NaHCO3-solution
5. extractionextracted with EtOAc (3×)
6. washThe organic layers are washed once with aq. sat. NaHCO3 and aq. 10% NaCl solution
7. dry with materialdried over Na2SO4
8. concentrationconcentrated in vacuo
9. customThe residue was precipitated with CH2Cl2/n-pentane