反应详情

3,5-Dimethyl-4-[2-(methyloxy)-5-nitrophenyl]isoxazole (for a preparation see Intermediate 61, 68 g, 274 mmol) was dissolved in ethyl acetate (1 l) and the solution washed with sodium sulphite solution (5%, 500 ml). The organic layer was dried (sodium sulphate) and filtered through a 3 cm pad of silica gel. The filtrate was diluted with ethanol (1 l) and added to Pd/C (E101 type NO/W, 10 g) in a 5 l nitrogen/vacuum purged hydrogenation flask under vacuum, The mixture was stirred for 24 h. The mixture was purged with vacuum/nitrogen cycles (×3), filtered through Celite under nitrogen and the filtrate evaporated in vacuo to give [3-(3,5-dimethyl-4-isoxazolyl)-4-(methyloxy)phenyl]amine 3-(3,5-dimethyl-4-isoxazolyl)-4-(methyloxy)aniline (62.3 g).

1. washthe solution washed with sodium sulphite solution (5%, 500 ml)
2. dry with materialThe organic layer was dried (sodium sulphate)
3. filtrationfiltered through a 3 cm pad of silica gel
4. additionThe filtrate was diluted with ethanol (1 l)
5. additionadded to Pd/C (E101 type NO/W, 10 g) in a 5 l nitrogen/vacuum
6. custompurged hydrogenation flask under vacuum
7. customThe mixture was purged with vacuum/nitrogen cycles (×3)
8. filtrationfiltered through Celite under nitrogen
9. customthe filtrate evaporated in vacuo