反应 #1952

反应方程式

5-fluoro-2-picoline

5-Fluoro-2-picoline

peracetic acid

hydrogen peroxide

potassium carbonate

→

title compound

收率 22.0%

5-Fluoro-2-picoline-N-oxide

收率 22.0%

溶剂

acetic acid

反应条件

后处理

1. 1
   温度The reaction mixture was heated
2. 2
   萃取The aqueous solution was continuously extracted with methylene chloride for 24 hours
3. 3
   萃取the methylene chloride extract
4. 4
   干燥was dried over anhydrous sodium sulfate
5. 5
   过滤filtered
6. 6
   浓缩concentrated in vacuo

实验过程

To the solution of 5-fluoro-2-picoline obtained in Step 4, at 0° C., was added, with vigorous stirring, a cold solution of 40% peracetic acid (prepared by carefully adding 50 mL of 30% hydrogen peroxide solution to 150 mL of glacial acetic acid). The reaction mixture was heated at reflux temperature (50° C.) for 4 days and then poured into 600 mL of ice water. The aqueous mixture was adjusted to pH 9 by the addition of potassium carbonate and then was stirred at ambient temperature for 4 hours. The aqueous solution was continuously extracted with methylene chloride for 24 hours and the methylene chloride extract was dried over anhydrous sodium sulfate, filtered and concentrated in vacuo to afford 30.8 g (22% yield) of the title compound; MS DCI-NH3M/Z: 128 (M+H)+ base; 1H NMR (CDCl3) d 2.48 (s, 3H), 7.00 (ddd, 1H), 7.22 (dd, 1H), 8.22 (dd, 1H).

来源