反应详情

温度

12.5 °C

To a solution of 4-(2,4-difluorophenyl)pent-4-enoic acid compound of formula-2 (100 g) in dichloromethane (800 ml), added triethylamine (97.4 g) at 25-30° C. and the reaction mixture was stirred for 15 minutes at the same temperature. The reaction mixture was cooled to 10-15° C. and added pivaloyl chloride (63 g) to the reaction mixture over a period of 45 minutes. Temperature of the reaction mixture was raised to 25-30° C. and the reaction mixture was stirred for 2 hours at 25-30° C. After completion of the reaction, added (R)-4-phenyloxazolidin-2-one compound of formula-3 (69 g), 4-dimethylamino pyridine (21 g), dimethyl formamide (37 ml) and followed by dichloromethane (200 ml) to the above reaction mixture. Heated the reaction mixture to 45° C. and stirred for 2 hours at the same temperature. After completion of the reaction, the reaction mixture was cooled to 25-30° C. Sulfuric acid was added to the reaction mixture and stirred for 15 minutes. Both organic and aqueous layers were separated and the organic layer was washed with water. Distilled off the solvent completely from the organic layer under reduced pressure and isopropyl alcohol was added to the obtained residue at 25-30° C. and stirred for 15 minutes at the same temperature. The reaction mixture was cooled to 0-10° C. and then stirred for 1½ hour at the same temperature. Filtered the obtained solid, washed with chilled isopropyl alcohol and then dried to get title compound.

1. temperatureTemperature of the reaction mixture was raised to 25-30° C.
2. stirringthe reaction mixture was stirred for 2 hours at 25-30° C
3. customAfter completion of the reaction
4. temperatureHeated the reaction mixture to 45° C.
5. stirringstirred for 2 hours at the same temperature
6. customAfter completion of the reaction
7. temperaturethe reaction mixture was cooled to 25-30° C
8. stirringstirred for 15 minutes
9. customBoth organic and aqueous layers were separated
10. washthe organic layer was washed with water
11. distillationDistilled off the solvent completely from the organic layer under reduced pressure and isopropyl alcohol
12. additionwas added to the obtained residue at 25-30° C.
13. stirringstirred for 15 minutes at the same temperature
14. temperatureThe reaction mixture was cooled to 0-10° C.
15. stirringstirred for 1½ hour at the same temperature
16. filtrationFiltered the obtained solid
17. washwashed with chilled isopropyl alcohol
18. customdried