반응 #1952

반응 방정식

5-fluoro-2-picoline

5-Fluoro-2-picoline

peracetic acid

hydrogen peroxide

potassium carbonate

→

title compound

수율 22.0%

5-Fluoro-2-picoline-N-oxide

수율 22.0%

용매

acetic acid

반응 조건

후처리

1. 1
   온도The reaction mixture was heated
2. 2
   추출The aqueous solution was continuously extracted with methylene chloride for 24 hours
3. 3
   추출the methylene chloride extract
4. 4
   건조was dried over anhydrous sodium sulfate
5. 5
   여과filtered
6. 6
   농축concentrated in vacuo

실험 절차

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).

출처