反应详情

温度

0 °C

To a stirring solution of 950 mg (5.12 mmol) of methyl 5-chloro-2-methylnicotinate in 20 mL of THF at 0° C. was added 500 mg (13.2 mmol) of LiAlH4 in 2 portions. After stirring at 0° C. for about 1 h., the following were added in succession: 0.5 mL of H2O, 0.5 mL of 15% NaOH (aqueous), and 1.5 mL of brine. The ice bath was removed and stirring was continued for 2 h. The mixture was filtered through Celite and concentrated. Purification by flash silica gel chromatography (2% MeOH/CHCl3) provided 399 mg of (5-chloro-2-methylpyridin-3-yl)methanol as an orange-yellow oil in 50% yield.

1. additionthe following were added in succession
2. customThe ice bath was removed
3. stirringstirring
4. waitwas continued for 2 h
5. filtrationThe mixture was filtered through Celite
6. concentrationconcentrated
7. customPurification by flash silica gel chromatography (2% MeOH/CHCl3)