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
- 70 °C
PROCEDURE
实验过程
A solution of 3-butoxy-4′-hydroxy-2′-methyl-biphenyl-4-carbaldehyde (0.198 g, 0.696 mmol) and 5-bromomethyl-4-isopropyl-1-(2,6-dichloro-phenyl)-1H-pyrazole (0.242 g, 0.696 mmol) in DMF (2.0 mL) is treated with K2CO3 (0.192 g, 1.39 mmol). The mixture is stirred at 70° C. for 2 hours. The mixture is cooled to room temperature and quenched with water (10 mL). The mixture is extracted with ethyl acetate (20 mL×2), and the combined organic layers are dried over sodium sulfate and concentrated under reduced pressure. The residue is purified by silica gel chromatography eluting with 20% ethyl acetate in hexanes to give 3-butoxy-4′-[2-(2,6-dichloro-phenyl)-4-isopropyl-2H-pyrazol-3-ylmethoxy]-2′-methyl-biphenyl-4-carbaldehyde (0.125 g, 33%). ES/MS m/e 551.0; 553.0 (M+1).
WORKUP
后处理
- temperatureThe mixture is cooled to room temperature
- customquenched with water (10 mL)
- extractionThe mixture is extracted with ethyl acetate (20 mL×2)
- dry with materialthe combined organic layers are dried over sodium sulfate
- concentrationconcentrated under reduced pressure
- customThe residue is purified by silica gel chromatography
- washeluting with 20% ethyl acetate in hexanes