HRID1061848
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
- -78 °C
PROCEDURE
实验过程
n-Butyllithium (2.5 M, 16.9 mL) was added dropwise into a cold (−78° C.) solution of 2-bromo-6-methoxynaphthalene (10.0 g, 42.2 mmol), and THF (200 mL). The reaction mixture was stirred at −78° C. for 2 h, and then 2-fluoro-4-methoxybenzaldehyde (6.5 g, 42 2 mmol) in THF (10 mL) was added. The mixture was allowed to warm up to 0° C. stirred for 10 min, and then quenched with aqueous ammonium cholride. The mixture was poured into water, acidified with HCl (2N) and extracted with EtOAc. The organic extracts were dried over MgSO4. Evaporation and purification by flash chromatography (hexanes/EtOAc 3/1) gave a brown solid (12.2 g, 93% yield, m.p. 68-69° C.); MS m/e 312 (M+).
WORKUP
后处理
- temperatureto warm up to 0° C.
- stirringstirred for 10 min
- customquenched with aqueous ammonium cholride
- additionThe mixture was poured into water
- extractionextracted with EtOAc
- dry with materialThe organic extracts were dried over MgSO4
- customEvaporation and purification by flash chromatography (hexanes/EtOAc 3/1)