反应详情

2,5-Dimethylnitrobenzene, (46.8 ml, 0.35 mol) was dissolved in sulfuric acid (47.1 ml)/methanol (650 ml) and then 5% palladium on carbon (50% hydrate, 0.35 g) was added. The mixture was allowed to react for 3 hours under hydrogen atmosphere at the pressure of 5 atms at 40° C. After cooling, the catalyst was removed, and methanol was removed under reduced pressure. The residue was poured into a 25% aqueous ammonia solution with cooling on ice, and extracted with toluene. The extract was washed with 5% sodium hydrosulfite, dried over sodium sulfate and purified by column chromatography on a small amount of silica gel (toluene:ethyl acetate=1:1). The solvent was removed under reduced pressure and crystallization from hexane yielded 35.0 g of the title compound.

1. customto react for 3 hours under hydrogen atmosphere at the pressure of 5 atms at 40° C
2. temperatureAfter cooling
3. customthe catalyst was removed
4. custommethanol was removed under reduced pressure
5. additionThe residue was poured into a 25% aqueous ammonia solution
6. temperaturewith cooling on ice
7. extractionextracted with toluene
8. washThe extract was washed with 5% sodium hydrosulfite
9. dry with materialdried over sodium sulfate
10. custompurified by column chromatography on a small amount of silica gel (toluene:ethyl acetate=1:1)
11. customThe solvent was removed under reduced pressure and crystallization from hexane