5-Benzyloxy-2-fluoro-4-methylnitrobenzene → 5-Benzyloxy-2-fluoro-4-methylaniline

HRID 7496

반응식

HRID 7496 반응식
[CH2:1]([O:8][C:9]1[C:10]([CH3:19])=[CH:11][C:12]([F:18])=[C:13]([N+:15]([O-])=O)[CH:14]=1)[C:2]1[CH:7]=[CH:6][CH:5]=[CH:4][CH:3]=1>C(O)(=O)C.O.[Fe]>[CH2:1]([O:8][C:9]1[C:10]([CH3:19])=[CH:11][C:12]([F:18])=[C:13]([CH:14]=1)[NH2:15])[C:2]1[CH:3]=[CH:4][CH:5]=[CH:6][CH:7]=1

참가 물질

5

반응물 1

HCID 219910575-Benzyloxy-2-fluoro-4-methylnitrobenzene

생성물 1

HCID 219910685-Benzyloxy-2-fluoro-4-methylaniline수율 87.7%

시약·촉매·용매 3

HCID 23925Iron촉매HCID 176Acetic Acid용매HCID 962Water용매

반응 조건

온도
100 °C

실험 절차

The starting material, 5-benzyloxy-2-fluoro-4-methylaniline, was obtained by adding iron powder (2.88 g, 51 mmol), in portions, to a solution of 5-benzyloxy-2-fluoro-4-methylnitrobenzene (4.8 g, 18 mmol) in acetic acid (33 ml) and water (5.7 ml), at ambient temperature. The mixture was heated and after stirring at 100° C. for 10 minutes, it was cooled and partitioned between ethyl acetate and water. The organic layer was washed with water, aqueous saturated sodium carbonate solution and then brine, dried (MgSO4) and the solvent evaporated. The residue was purified by flash chromatography using petroleum ether/ethyl acetate (8/2) as eluent to give 5-benzyloxy-2-fluoro-4-methylaniline (3.65 g, 87%).

후처리

  1. customat ambient temperature
  2. temperatureThe mixture was heated
  3. temperatureit was cooled
  4. custompartitioned between ethyl acetate and water
  5. washThe organic layer was washed with water, aqueous saturated sodium carbonate solution
  6. dry with materialbrine, dried (MgSO4)
  7. customthe solvent evaporated
  8. customThe residue was purified by flash chromatography

출처 및 근거

ORD 기록
ord-c8db631387344b1d934a549994ef9606
출처 데이터셋
uspto-grants-2006_08
특허 번호
US07087602B2

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