反応 #592565

反応方程式

sodium hydrosulfite

2-chloro-3-methylpyridine

urea hydrogen peroxide

(NH2)2CO

H2O2

hydrochloric acid

trifluoroacetic acid

→

title compound

収率 63.0%

2-Chloro-3-methylpyridine 1-oxide

収率 63.0%

溶媒

dichloromethane

反応条件

後処理

1. 1
   workup.STIRRINGThen, after stirring for 30 minutes
2. 2
   その他to room temperature
3. 3
   workup.STIRRINGthe reaction mixture was stirred for 15 minutes
4. 4
   抽出the mixture was extracted with dichloromethane (120 ml)
5. 5
   洗浄after washed with sodium bicarbonate solution
6. 6
   乾燥the mixture was dried over magnesium sulfate
7. 7
   その他the solvent was evaporated

実験手順

Into a mixture of 2-chloro-3-methylpyridine (12.8 g, 100 mmol), urea hydrogen peroxide addition compound ((NH2)2CO.H2O2, 19.8 g, 210 mmol) and dichloromethane (130 ml) was added dropwise anhydrous trifluoroacetic acid (28.2 ml, 200 mmol) at 0° C. under nitrogen flow, and the reaction mixture was stirred at 0° C. for 1 hour. Then, after stirring for 30 minutes and elevating the reaction temperature to room temperature, an aqueous solution (200 ml) of sodium hydrosulfite (20 g) was added, and the reaction mixture was stirred for 15 minutes. 2N hydrochloric acid (50 ml) was added and the mixture was extracted with dichloromethane (120 ml), and after washed with sodium bicarbonate solution, the mixture was dried over magnesium sulfate and the solvent was evaporated, thereby yielding the title compound (9.00 g, 62.7 mmol, 63%) as a pale yellow solid.

出典