反应详情

温度

-78 °C

Quinoline-8-carboxylic acid methoxy-methyl-amide (2.16 g, 10 mmol) was dissolved in anhydrous THF (40 mL) and cooled to −78° C. The 3 M methyl magnesium iodide solution in diethyl ether (4.0 mL, 12 mmol, Aldrich) was slowly added to the reaction solution in dry ice bath. The reaction mixture was allowed to stir under nitrogen at room temperature for overnight then the reaction was cooled at ice bath and quenched with saturated aqueous ammonium chloride (40 mL). The organic phase was separated and the aqueous phase was extracted with ethyl acetate (30 mL×2). The combined organic layers were dried over anhydrous magnesium sulfate and concentrated via vacuo to give crude title compound as light yellow solid in 83% yield (1.42 g, 8.3 mmol).

1. temperaturethe reaction was cooled at ice bath
2. customquenched with saturated aqueous ammonium chloride (40 mL)
3. customThe organic phase was separated
4. extractionthe aqueous phase was extracted with ethyl acetate (30 mL×2)
5. dry with materialThe combined organic layers were dried over anhydrous magnesium sulfate
6. concentrationconcentrated via vacuo