反应详情

温度

0 °C

3,4-dibenzyloxybenzylamine (1.1 g, 3.45 mmol) was dissolved in anhydrous pyridine (8 ml) and cooled to 0° C. with stirring under nitrogen. To this solution, succinyl chloride (0.23 g, 1.42 mmol) was added dropwise over 30 minutes as a solution in dichloromethane (50 ml), while maintaining the reaction mixture at 0° C. The reaction was allowed to warm to room temperature and stirred for an additional 45 minutes. The reaction was poured onto crushed ice (70 g) and the dichloromethane layer was separated. The organic extract was washed with dilute aqueous hydrochloric acid (2×20 ml of 0.1M solution), water (20 ml), and dried (NON. Removal of the solvent at reduced pressure afforded a crude solid, which was triturated with methanol (5 ml) to afford after filtration the protected diamide, yield 300 mg.

1. temperaturewhile maintaining the reaction mixture at 0° C
2. temperatureto warm to room temperature
3. stirringstirred for an additional 45 minutes
4. additionThe reaction was poured
5. customthe dichloromethane layer was separated
6. extractionThe organic extract
7. washwas washed with dilute aqueous hydrochloric acid (2×20 ml of 0.1M solution), water (20 ml)
8. customdried (NON
9. customRemoval of the solvent at reduced pressure
10. customafforded a crude solid, which
11. customwas triturated with methanol (5 ml)
12. customto afford
13. filtrationafter filtration the protected diamide, yield 300 mg