反应详情

Methanesulfonanilide (40 g., 0.234 mole) is added over a 10 minute period with stirring to polyphosphoric acid (400 g.) heated to 90°-100°C. Heating and stirring are continued for additional 10 minutes, at which time 2-phenylbutanoic acid (36.0 g., 0.219 mole) is added portionwise during 20 minutes. After heating and stirring for 10 minutes, the solution is poured into water (600 ml.) and ice (400 g.) with stirring. The water is decanted and ethyl ether (200 ml.) is added to the remaining oil with stirring. After cooling in ice water, the product crystallizes and is collected: 18.4 g., m.p. 143°-147°C. Recrystallization from isopropanol yields 15.7 g. (23% yield), m.p. 148°-150°C.

1. temperatureheated to 90°-100°C
2. temperatureHeating
3. additionis added portionwise during 20 minutes
4. temperatureAfter heating
5. stirringstirring for 10 minutes
6. stirringwith stirring
7. customThe water is decanted
8. additionethyl ether (200 ml.) is added to the remaining oil
9. stirringwith stirring
10. temperatureAfter cooling in ice water
11. customthe product crystallizes
12. customis collected
13. customRecrystallization from isopropanol
14. customyields 15.7 g