反应详情

Triethylamine (4.89 mL, 35.184 mmol) was added slowly to a mixture of commercially available 4-nitrobenzoic acid (3.0 g, 17.592 mmol), N,O-dimethylhydroxylamine hydrochloride (1.92 g, 19.351 mmol), and EDCI (4.05 g, 21.11 mmol) in CH2Cl2 (30 mL). The mixture was stirred at room temperature overnight then quenched with saturated aqueous NaHCO3. Water (50 mL) was added followed by additional CH2Cl2. The mixture as stirred for 10 minutes and layers were separated. The CH2Cl2 layer was dried over Na2SO4, then filtered. The solvent was removed under reduced pressure and the residual oil chromatographed (CH2Cl2/EtOAc) to provide the title compound as a white solid.

1. customthen quenched with saturated aqueous NaHCO3
2. additionWater (50 mL) was added
3. stirringThe mixture as stirred for 10 minutes
4. customlayers were separated
5. dry with materialThe CH2Cl2 layer was dried over Na2SO4
6. filtrationfiltered
7. customThe solvent was removed under reduced pressure
8. customthe residual oil chromatographed (CH2Cl2/EtOAc)