2-(Tert-butyl)-6-nitro-1H-indole → 2-(tert-Butyl)-1H-indol-6-amine
반응식
[C:1]([C:5]1[NH:6][C:7]2[C:12]([CH:13]=1)=[CH:11][CH:10]=[C:9]([N+:14]([O-])=O)[CH:8]=2)([CH3:4])([CH3:3])[CH3:2]>CO.[Ni]>[C:1]([C:5]1[NH:6][C:7]2[C:12]([CH:13]=1)=[CH:11][CH:10]=[C:9]([NH2:14])[CH:8]=2)([CH3:4])([CH3:2])[CH3:3]참가 물질
4
실험 절차
To a solution of 2-tert-butyl-6-nitro-1H-indole (1.3 g, 6.0 mmol) in MeOH (10 mL) was added Raney Ni (0.2 g). The mixture was stirred at room temperature under H2 (1 atm) for 3 h. The reaction mixture was filtered and the filtrate was concentrated. The residue was washed with petroleum ether to give 2-tert-butyl-1H-indol-6-ylamine (B-6) (1.0 g, 89%). 1H NMR (DMSO-d6) δ 10.19 (s, 1 H), 6.99 (d,J=8.1 Hz, 1 H), 6.46 (s, 1 H), 6.25 (dd,J=1.8, 8.1 Hz, 1 H), 5.79 (d,J=1.8 Hz, 1 H), 4.52 (s, 2 H), 1.24 (s, 9 H); ESI-MS 189.1 m/z (MH+).
후처리
- filtrationThe reaction mixture was filtered
- concentrationthe filtrate was concentrated
- washThe residue was washed with petroleum ether
출처 및 근거
- ORD 기록
- ord-6baa84901f7b47bf8b0fd6e58e067f38
- 출처 데이터셋
- uspto-grants-2012_01
- 특허 번호
- US08101767B2
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