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

HRID 522706

反応式

HRID 522706 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].[H][H]>[Ni].C(O)C>[Br:1][C:2]1[C:3]([CH3:12])=[CH:4][C:5]([F:11])=[C:6]([CH:7]=1)[NH2:8]

参加物

5

反応物 2

HCID 100369831-Bromo-4-fluoro-2-methyl-5-nitrobenzeneHCID 178418361HCID 178418361、化合物2 回

生成物 1

HCID 467391145-Bromo-2-fluoro-4-methylaniline収率 63.2%

試薬・触媒・溶媒 2

HCID 935Nickel触媒HCID 702Ethanol溶媒

実験手順

Combine crude 1-bromo-4-fluoro-2-methyl-5-nitrobenzene (32.4 g, 138 mmol), ethanol (100 mL) and Raney Nickel (1.00 g, 17.04 mmol) in a shaker flask. Charge the flask with hydrogen (275 kPa) and agitate until the absorption of hydrogen ceases. De-pressurize the reaction vessel, remove the catalyst by filtration, and evaporate the filtrate to dryness. Add MTBE, then filter again and evaporate the filtrate. Stir residue in hexanes. Collect the solids by filtration, wash with cold hexanes and dry in vacuo to provide the title compound (17.8 g, 63% yield) as a dark solid. MS (m/z): 204.0 (M+1)/206.0 (M+3).

後処理

  1. customDe-pressurize the reaction vessel, remove the catalyst
  2. filtrationby filtration
  3. customevaporate the filtrate to dryness
  4. filtrationAdd MTBE, then filter again
  5. customevaporate the filtrate
  6. customCollect the solids
  7. filtrationby filtration
  8. washwash with cold hexanes
  9. customdry in vacuo

出典と根拠

ORDレコード
ord-ee685ee613564d3fa6d76b9da194d191
出典データセット
uspto-grants-2016_05
特許番号
US09334267B2

関連ノート

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