反应详情

N-(2,6-dimethyl-3-nitro-phenyl)acetamide (12 g, 58 mmol, 1.0 eq) was dissolved in a mixture of MeOH (60 mL), EtOH (30 mL) and acetic acid (60 mL). Pd/C (1.6 g, 10%) was added and the reaction stirred at room temperature under H2 for 36 h. The catalyst was removed by filtration through celite and the filtrate collected. Water was added and the pH adjusted to pH 8 by addition of aqueous NaHCO3. The solution was concentrated in vacuo to remove methanol and ethanol. The aqueous layer was extracted with EtOAc and the combined organic extracts were dried (Na2SO4) filtered and evaporated in vacuo. The crude product was purified by column chromatography (EtOAc:petroleum ether, 1:10 to 1:1) to give the title compound as a yellow solid (2 g, 19%).

1. customThe catalyst was removed by filtration through celite
2. customthe filtrate collected
3. additionWater was added
4. additionthe pH adjusted to pH 8 by addition of aqueous NaHCO3
5. concentrationThe solution was concentrated in vacuo
6. customto remove methanol and ethanol
7. extractionThe aqueous layer was extracted with EtOAc
8. dry with materialthe combined organic extracts were dried (Na2SO4)
9. filtrationfiltered
10. customevaporated in vacuo
11. customThe crude product was purified by column chromatography (EtOAc:petroleum ether, 1:10 to 1:1)