反応 #675552

反応方程式

water

2-chloro-3-methylpyridine

urea hydrogen peroxide

trifluoroacetic anhydride

→

title compound

収率 86.0%

2-chloro-3-methylpyridine 1-oxide

収率 86.0%

溶媒

DCM

反応条件

後処理

1. 1
   その他the layers were separated
2. 2
   洗浄The organic layer was washed with saturated aqueous Na2S2O3 (20 mL)
3. 3
   乾燥dried over Na2SO4
4. 4
   ろ過filtered
5. 5
   濃縮the filtrate was concentrated under reduced pressure
6. 6
   その他The crude product was purified by silica gel flash chromatography (DCM:MeOH, 100:0 to 10:1)

実験手順

To a mixture of 2-chloro-3-methylpyridine (15 g, 118 mmol) and urea hydrogen peroxide (44.07 g, 468.5 mmol) in DCM (300 mL) was added trifluoroacetic anhydride (98.55 g, 469.2 mmol) dropwise at 0° C. The mixture was stirred at room temperature for 20 h. The mixture was then poured into water (150 mL), and the layers were separated. The organic layer was washed with saturated aqueous Na2S2O3 (20 mL), dried over Na2SO4, filtered, and the filtrate was concentrated under reduced pressure. The crude product was purified by silica gel flash chromatography (DCM:MeOH, 100:0 to 10:1) to afford the title compound (14.5 g, 86%) as a colorless solid.

出典