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

HRID 7496

反応式

HRID 7496 の反応式
[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

参加物

5

反応物 1

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

生成物 1

HCID 219910685-Benzyloxy-2-fluoro-4-methylaniline収率 87.7%

試薬・触媒・溶媒 3

HCID 23925Iron触媒HCID 176Acetic Acid溶媒HCID 962Water溶媒

反応条件

温度
100 °C

実験手順

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%).

後処理

  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

出典と根拠

ORDレコード
ord-c8db631387344b1d934a549994ef9606
出典データセット
uspto-grants-2006_08
特許番号
US07087602B2

関連ノート

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