反应详情

To a suspension of 3-pyridin-3-ylacryloyl chloride hydrochloride (5.1 g) in anhydrous dichloromethane (100 ml), a solution of 3-amino-4-methyl benzoic acid methyl ester (2.75 g) and triethylamine (2.3 ml) in dichloromethane (50 ml) was added dropwise slowly in an ice-bath with the temperature no more than 5° C. After addition, the reaction was carried out for 30 min in an ice-bath, and to then at room temperature for 3 h. The completion of reaction was indicated by TLC. The reaction mixture was concentrated and dissolved into 150 ml of sodium hydroxide solution (10%). The reaction mixture was extracted with EtOAc (30 ml*3). The organic layer was dried over anhydrous MgSO4, and filtered. Most EtOAc was removed by evaporation under reduced pressure. The is residue was cooled in refrigerator. Crystallization and filtration provided a light yellow crystal.

1. additionAfter addition
2. waitto then at room temperature for 3 h
3. customThe completion of reaction
4. concentrationThe reaction mixture was concentrated
5. dissolutiondissolved into 150 ml of sodium hydroxide solution (10%)
6. extractionThe reaction mixture was extracted with EtOAc (30 ml*3)
7. dry with materialThe organic layer was dried over anhydrous MgSO4
8. filtrationfiltered
9. customMost EtOAc was removed by evaporation under reduced pressure
10. temperatureThe is residue was cooled in refrigerator
11. customCrystallization and filtration
12. customprovided a light yellow crystal