(3-Nitro-5-(trifluoromethyl)phenyl)methanol → (3-Amino-5-(trifluoromethyl)phenyl)methanol

HRID 391377

반응식

HRID 391377 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]=1

참가 물질

4

반응물 1

HCID 18621888(3-Nitro-5-(trifluoromethyl)phenyl)methanol

생성물 1

HCID 53414333(3-Amino-5-(trifluoromethyl)phenyl)methanol

시약·촉매·용매 2

HCID 23938Palladium촉매HCID 887Methanol용매

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

  1. customThe flask was flushed with hydrogen
  2. customThe reaction was flushed with nitrogen
  3. filtrationfiltered through celite
  4. concentrationconcentrated
  5. 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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