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

HRID 522706

반응식

HRID 522706 반응식
[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]

참가 물질

5

반응물 2

HCID 100369831-Bromo-4-fluoro-2-methyl-5-nitrobenzeneHCID 178418361HCID 178418361, 화합물2회

생성물 1

HCID 467391145-Bromo-2-fluoro-4-methylaniline수율 63.2%

시약·촉매·용매 2

HCID 935Nickel촉매HCID 702Ethanol용매

실험 절차

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).

후처리

  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

출처 및 근거

ORD 기록
ord-ee685ee613564d3fa6d76b9da194d191
출처 데이터셋
uspto-grants-2016_05
특허 번호
US09334267B2

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