반응 #11974

반응 방정식

Trifluoro-acetic acid ethyl ester

1-pyridin-2-yl-ethanone

sodium methoxide

→

4,4,4-trifluoro-1-pyridin-2-yl-butane-1,3-dione

수율 81.2%

용매

methanol

반응 조건

후처리

1. 1
   온도The reaction mixture was heated
2. 2
   온도at reflux overnight
3. 3
   농축concentrated under reduced pressure
4. 4
   추출The aqueous solution was extracted with ethyl acetate (10×50 mL)
5. 5
   기타The organic layers were collected
6. 6
   건조dried over sodium sulfate
7. 7
   여과filtered
8. 8
   농축concentrated under reduced pressure
9. 9
   기타The crude product was purified by column chromatography on silica gel

실험 절차

Trifluoro-acetic acid ethyl ester (9.82 mL, 82.5 mmol) was added to a solution of 1-pyridin-2-yl-ethanone (5.00 g, 41.2 mmol) in methanol (40 mL) containing sodium methoxide (61.8 mmol). The reaction mixture was heated at reflux overnight, concentrated under reduced pressure and acidified with aqueous hydrochloric acid (10%). The aqueous solution was extracted with ethyl acetate (10×50 mL). The organic layers were collected, dried over sodium sulfate, filtered, and concentrated under reduced pressure. The crude product was purified by column chromatography on silica gel to give 4,4,4-trifluoro-1-pyridin-2-yl-butane-1,3-dione (7.26 g, 81%).

출처