1-Bromo-4-fluoro-2-methyl-5-nitrobenzene → 5-Bromo-2-fluoro-4-methylaniline

HRID 1930418

反応式

HRID 1930418 の反応式
[Br:1][C:2]1[CH:7]=[C:6]([N+:8]([O-])=O)[C:5]([F:11])=[CH:4][C:3]=1[CH3:12]>CO.[Ni]>[Br:1][C:2]1[C:3]([CH3:12])=[CH:4][C:5]([F:11])=[C:6]([NH2:8])[CH:7]=1

参加物

4

反応物 1

HCID 100369831-Bromo-4-fluoro-2-methyl-5-nitrobenzene

生成物 1

HCID 467391145-Bromo-2-fluoro-4-methylaniline収率 57.5%

試薬・触媒・溶媒 2

HCID 935Nickel触媒HCID 887Methanol溶媒

実験手順

To a solution of 1-bromo-4-fluoro-2-methyl-5-nitrobenzene (20 g, 85.8 mmol) in methanol (300 mL) was added Raney Ni (20%/w, ˜2.0 g, suspension in water, washed with acetone for several times), then the resulting mixture was hydrogenated under hydrogen atmosphere for 2 h. The catalyst was filtered, concentrated, and tire residue was recrystallized (petroleum ether) to afford 5-bromo-2-fluoro-4-methylphenylamine (10 g, 57.5% yield). 1HNMR (400 MHz, DMSO-d6): δ 7.12 (d, J=10.2 Hz, 1 H), 6.78 (d, J=10.9 Hz, 1 H), 4.85 (s, 2 H), 2.29 (s, 3 H), 1.26 (s, 12 H).

後処理

  1. filtrationThe catalyst was filtered
  2. concentrationconcentrated
  3. customtire residue was recrystallized (petroleum ether)

出典と根拠

ORDレコード
ord-64173b25292a46a5895a25db7542d72c
出典データセット
uspto-grants-2012_05
特許番号
US08188113B2

関連ノート

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