反应详情
EQUATION
反应方程式
REACTANTS
反应物
PRODUCTS
生成物
AUXILIARIES
试剂、催化剂与溶剂
CONDITIONS
反应条件
- 温度
- 120 °C
PROCEDURE
实验过程
To a solution of 6-bromo-5-fluoro-quinoline (1.0 g, 4.5 mmol) in tetrahydrofuran (1 mL) was added a solution of tert-butylzincbromide acetate (9 mmol, 20 mL, 10.4 M in tetrahydrofuran) followed by Pd(PPh3)4 (0.52 g, 0.45 mmol). The mixture was heated in a microwave reactor for 30 min at 120° C. The reaction mixture was quenched with a saturated ammonium chloride (60 mL), and extracted with ethyl acetate. The organic layer was dried over anhydrous Na2SO4, filtered and concentrated. The residue was purified by column chromatography to afford the title compound (0.83 g, 71%). 1H-NMR (CDCl3, 300 MHz): 8.9 (d, 1H), 8.4 (d, 1H), 7.8 (d, 1H), 7.6 (m, 1H), 7.5 (m, 1H), 3.7 (d, 2H), 1.4 (s, 9H).
WORKUP
后处理
- customThe reaction mixture was quenched with a saturated ammonium chloride (60 mL)
- extractionextracted with ethyl acetate
- dry with materialThe organic layer was dried over anhydrous Na2SO4
- filtrationfiltered
- concentrationconcentrated
- customThe residue was purified by column chromatography