反应详情

A solution of N-(3-nitrophenyl)butyramide (8.60 g, 41.3 mmol) in MeOH (207 mL) was divided between two 500 mL flasks with stir bars. Each flask was flushed well with nitrogen, then 5% palladium on carbon (4.40 g, 2.065 mmol) was added, half to each flask. A 3-way adapter with a large hydrogen-filled balloon was attached to each flask, and the reactions were evacuated and back-filled with hydrogen five times, while stirring vigorously. The reactions were then stirred for 16 h, then filtered through a funnel packed with Celite. The filter cake was washed with MeOH, and the filtrate was concentrated, redissolved with DCM, then purified by column chromatography (EtOAc/hexanes gradient) to yield a white solid after precipitating from hexanes (5.87 g, 80%). LRMS (ESI+) (M+H): 179.18.

1. customEach flask was flushed well with nitrogen
2. customwas attached to each flask
3. customthe reactions were evacuated
4. additionback-filled with hydrogen five times
5. stirringThe reactions were then stirred for 16 h
6. filtrationfiltered through a funnel
7. washThe filter cake was washed with MeOH
8. concentrationthe filtrate was concentrated
9. dissolutionredissolved with DCM
10. custompurified by column chromatography (EtOAc/hexanes gradient)
11. customto yield a white solid
12. customafter precipitating from hexanes (5.87 g, 80%)