(3-Nitro-5-(trifluoromethyl)phenyl)methanol → (3-Amino-5-(trifluoromethyl)phenyl)methanol
반응식
[N+:1]([C:4]1[CH:5]=[C:6]([CH2:14][OH:15])[CH:7]=[C:8]([C:10]([F:13])([F:12])[F:11])[CH:9]=1)([O-])=O>CO.[Pd]>[NH2:1][C:4]1[CH:5]=[C:6]([CH2:14][OH:15])[CH:7]=[C:8]([C:10]([F:11])([F:12])[F:13])[CH:9]=1참가 물질
4
실험 절차
(3-Nitro-5-(trifluoromethyl)phenyl)methanol (2.6 g, 11.6 mmol) in methanol (30 mL) was flushed with nitrogen, and treated with palladium (10% on charcoal, 260 mg). The flask was flushed with hydrogen and allowed to stir under an atmosphere of hydrogen overnight. The reaction was flushed with nitrogen, filtered through celite, and concentrated. Column chromatography on silica gel (50% ethyl acetate/hexanes) afforded 1.9 g (85%). 1H-NMR (CDCl3, 500 MHz) δ 6.95 (s, 1H), 6.80 (s, 1H), 6.79 (s, 1H), 4.61 (s, 2H). Mass spec.: 192.15 (MH)+.
후처리
- customThe flask was flushed with hydrogen
- customThe reaction was flushed with nitrogen
- filtrationfiltered through celite
- concentrationconcentrated
- customColumn chromatography on silica gel (50% ethyl acetate/hexanes) afforded 1.9 g (85%)
출처 및 근거
- ORD 기록
- ord-c5431651436b4c4ba551a8949bf0c2a6
- 출처 데이터셋
- uspto-grants-2013_02
- 특허 번호
- US08383821B2
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