反应详情

T3P, 50 wt % in EtOAc (25 mL, 42.0 mmol) was slowly added to a solution of 3-bromo-5-nitrobenzoic acid (7.05 g, 28.7 mmol), 2-(2-(2-methoxyethoxy)ethoxy)ethanamine (4 g, 24.25 mmol) and Et3N (12 mL, 86 mmol) in EtOAc (50 mL) whilst immersed in an ice-bath. Once the addition was complete, the ice bath was removed and the reaction allowed to stir at rt for 2 h. The mixture was partitioned between sat. aq. NaHCO3 solution (100 mL) and EtOAc (100 mL). The organic layer was washed with aq K2CO3 solution (10 g in 100 mL) and brine (100 mL), before being dried (MgSO4), filtered and concentrated in vacuo to afford the sub-title compound (8.23 g) as a brown oil.

1. customimmersed in an ice-bath
2. additionOnce the addition
3. customthe ice bath was removed
4. customThe mixture was partitioned between sat. aq. NaHCO3 solution (100 mL) and EtOAc (100 mL)
5. washThe organic layer was washed with aq K2CO3 solution (10 g in 100 mL) and brine (100 mL)
6. dry with materialbefore being dried (MgSO4)
7. filtrationfiltered
8. concentrationconcentrated in vacuo