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
PROCEDURE
实验过程
To a solution of 5-dimethoxymethyl-1-(4-methylphenyl)sulfonylindole (2.37 g, 6.87 mmol) in tetrahydrofuran (35 mL) was added n-butyllithium (1.6 mol/L in hexanes; 6.2 mL, 9.9 mmol) at −78° C. under nitrogen atmosphere, and the mixture was stirred for 2 h. Then dimethylformamide (1.1 mL, 14 mmol) was added, and the mixture was stirred for 20 min. Water was added, and the mixture was extracted with ethyl acetate. The organic layer was combined, washed with brine and dried on anhydrous sodium sulfate. The solvent was removed under reduced pressure, and the residue was purified by column chromatography (4:1 hexane/ethyl acetate) followed by trituration with hexane to afford 5-dimethoxymethyl-1-(4-methylphenyl)sulfonylindole-2-carboxaldehyde (1.89 g, 74%).
WORKUP
后处理
- stirringthe mixture was stirred for 20 min
- extractionthe mixture was extracted with ethyl acetate
- washwashed with brine
- dry with materialdried on anhydrous sodium sulfate
- customThe solvent was removed under reduced pressure
- customthe residue was purified by column chromatography (4:1 hexane/ethyl acetate)