반응 #2028886

반응 방정식

4-(2-Thienyl)butyric acid

acetic anhydride

phosphoric acid

→

oil

수율 88.9%

4-keto-4,5,6,7-tetrahydrothianaphthene

수율 88.9%

용매

water

반응 조건

후처리

1. 1
   온도heated
2. 2
   온도to reflux for 3.2 hours
3. 3
   추출extracted with ethyl acetate
4. 4
   세척washed with brine
5. 5
   건조dried over MgSO4
6. 6
   농축concentrated in vacuo

실험 절차

4-(2-Thienyl)butyric acid (28.42 g, 167 mmol) was placed in a round bottom flask with acetic anhydride (30 mL) and phosphoric acid (0.6 mL), and heated to reflux for 3.2 hours. The reaction mixture was poured into 100 mL of water, extracted with ethyl acetate, washed with brine, dried over MgSO4, and concentrated in vacuo to give a brown oil (22.60 g) which was vacuum distilled (1 mm Hg, 107°-115° C.) to give a white solid (13.08 g, 51%): mp 34°-40° C.); 1H NMR (CDCl3) 300 MHz 7.29 (d, J=5.2 Hz, 1H), 6.99 (d, J=5.2 Hz, 1H, 2.95 (t, J=6.0 Hz, 2H), 2.47(m, 2H), 2.13(m, 2H). M+H=153.

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