反应详情

温度

0 °C

A solution of NaH (1.17 g, 29.3 mmol, 60% in oil) in DMF (50 mL) was cooled to 0° C. and treated dropwise with ethyl 6,7-difluoro-1,4-dihydro-8-methoxy-5-nitro-4-oxoquinoline-3-carboxylate (8.0 g, 24.4 mmol) in DMF (50 mL). The reaction mixture was stirred at 0° C. for 30 min and at room temperature for 30 min. To the solution was added benzyl bromide (4.4 mL, 36.9 mmol) and stirred over night. The reaction mixture was poured into ice-water and extract with CH2Cl2. The organic layer washed with water, brine, and then dried. The solvent was removed and the crude product was purified by column chromatography (Hexane:EtOAc 3:1 →1:1) to yield ethyl 1-benzyl-6,7-difluoro-1,4-dihydro-8-methoxy-5-nitro-4-oxoquinoline-3-carboxylate (2.74 g, 27%) as a pale yellow solid.

1. stirringstirred over night
2. extractionextract with CH2Cl2
3. washThe organic layer washed with water, brine
4. customdried
5. customThe solvent was removed
6. customthe crude product was purified by column chromatography (Hexane:EtOAc 3:1 →1:1)