反応 #2028886

反応方程式

4-(2-Thienyl)butyric acid

acetic anhydride

phosphoric acid

→

oil

収率 88.9%

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

収率 88.9%

溶媒

water

反応条件

後処理

1. 1
   温度heated
2. 2
   温度to reflux for 3.2 hours
3. 3
   抽出extracted with ethyl acetate
4. 4
   洗浄washed with brine
5. 5
   乾燥dried over MgSO4
6. 6
   濃縮concentrated in vacuo

実験手順

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.

出典