Реакция #2028886

Уравнение реакции

4-(2-Thienyl)butyric acid

acetic anhydride

phosphoric acid

→

oil

Выход 88.9%

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

Выход 88.9%

Растворители

water

Условия реакции

Обработка

1. 1
   Температураheated
2. 2
   Температураto reflux for 3.2 hours
3. 3
   Экстракцияextracted with ethyl acetate
4. 4
   Промывкаwashed with brine
5. 5
   Сушкаdried over MgSO4
6. 6
   Концентрированиеconcentrated in vacuo

Методика

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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