反応 #1952

反応方程式

5-fluoro-2-picoline

5-Fluoro-2-picoline

peracetic acid

hydrogen peroxide

potassium carbonate

→

title compound

収率 22.0%

5-Fluoro-2-picoline-N-oxide

収率 22.0%

溶媒

acetic acid

反応条件

後処理

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

実験手順

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).

出典