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 (2-{2-(3,5-dimethylphenyl)-5-[1-(methoxymethylcarbamoyl)-1-methyl-ethyl]-1H-indol-3-yl}ethyl)carbamic acid tert-butyl ester (296 mg in 5 mL dry tetrahydrofuran) at 0° C. was added 1.8 mL of a 1M lithium aluminum hydride solution in tetrahydrofuran and the mixture stirred at low temperature. After 1 hour, the reaction was quenched by the careful addition of 0.3M aqueous sodium bisulfate solution. The resulting mixture was extracted with ethyl acetate and the organic portion washed successively with 0.3M aqueous sodium bisulfate, water and brine. This was then dried over sodium sulfate, concentrated in vacuo and purified by flash chromatography on silica gel (hexane:ethyl acetate, 85:15) to give the title compound (253 mg).
WORKUP
后处理
- customthe reaction was quenched by the careful addition of 0.3M aqueous sodium bisulfate solution
- extractionThe resulting mixture was extracted with ethyl acetate
- washthe organic portion washed successively with 0.3M aqueous sodium bisulfate, water and brine
- dry with materialThis was then dried over sodium sulfate
- concentrationconcentrated in vacuo
- custompurified by flash chromatography on silica gel (hexane:ethyl acetate, 85:15)