1-Bromo-4-fluoro-2-methyl-5-nitrobenzene → 5-Bromo-2-fluoro-4-methylaniline
반응식
[Br:1][C:2]1[CH:7]=[C:6]([N+:8]([O-])=O)[C:5]([F:11])=[CH:4][C:3]=1[CH3:12]>CO.[Ni]>[Br:1][C:2]1[C:3]([CH3:12])=[CH:4][C:5]([F:11])=[C:6]([NH2:8])[CH:7]=1참가 물질
4
실험 절차
To a solution of 1-bromo-4-fluoro-2-methyl-5-nitrobenzene (20 g, 85.8 mmol) in methanol (300 mL) was added Raney Ni (20%/w, ˜2.0 g, suspension in water, washed with acetone for several times), then the resulting mixture was hydrogenated under hydrogen atmosphere for 2 h. The catalyst was filtered, concentrated, and tire residue was recrystallized (petroleum ether) to afford 5-bromo-2-fluoro-4-methylphenylamine (10 g, 57.5% yield). 1HNMR (400 MHz, DMSO-d6): δ 7.12 (d, J=10.2 Hz, 1 H), 6.78 (d, J=10.9 Hz, 1 H), 4.85 (s, 2 H), 2.29 (s, 3 H), 1.26 (s, 12 H).
후처리
- filtrationThe catalyst was filtered
- concentrationconcentrated
- customtire residue was recrystallized (petroleum ether)
출처 및 근거
- ORD 기록
- ord-64173b25292a46a5895a25db7542d72c
- 출처 데이터셋
- uspto-grants-2012_05
- 특허 번호
- US08188113B2
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