反应详情

温度

82.5 °C

Methyl isobutyryl acetate (100 g, 0.693 mol) is placed in a 4 neck RB flask equipped with a stirring rod, thermometer socket and a distillation condenser. Aniline (71 g, 0.762 mol) and triethylamine (15 g, 0.148 mol) are added and the contents are heated to 80-85° C. under agitation. The contents are maintained at 80-85° C. for lhr and the temperature is gradually raised to 120-125° C. The reaction is maintained for 4-6 hours, during which period methanol formed in the reaction is collected (48 ml). The reaction is continued till methanol no longer distills out the contents are cooled to 25-30° C. The reaction mixture is quenched with 2N hydrochloric acid (200 ml) and extracted with methylene chloride (100 ml). The aqueous layer is extracted twice with methylene chloride (2×100 ml). The combined methylene chloride extract (300 ml) is sequentially washed with 1N hydrochloric acid (50 ml), 5% aqueous sodium bicarbonate (50 ml) and 5% aq. sodium chloride (50 ml). The organic layer is concentrated to remove methylene chloride on a water bath at 50-55° C., traces of methlyene chloride are finally removed under vacuum. 4-Methyl-3-oxo-N-phenyl pentanamide (132 g, 92.7%, HPLC purity 98.85%) thus obtained is used in next step as such.

1. customequipped with a stirring rod
2. temperatureThe contents are maintained at 80-85° C. for lhr
3. temperaturethe temperature is gradually raised to 120-125° C
4. customformed in the reaction
5. customis collected (48 ml)
6. distillationno longer distills out the contents
7. temperatureare cooled to 25-30° C
8. customThe reaction mixture is quenched with 2N hydrochloric acid (200 ml)
9. extractionextracted with methylene chloride (100 ml)
10. extractionThe aqueous layer is extracted twice with methylene chloride (2×100 ml)
11. extractionThe combined methylene chloride extract (300 ml)
12. washis sequentially washed with 1N hydrochloric acid (50 ml), 5% aqueous sodium bicarbonate (50 ml) and 5% aq. sodium chloride (50 ml)
13. concentrationThe organic layer is concentrated
14. customto remove methylene chloride on a water bath at 50-55° C.
15. customare finally removed under vacuum