1-Bromo-4-fluoro-2-methyl-5-nitrobenzene → 5-Bromo-2-fluoro-4-methylaniline
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
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
- customDe-pressurize the reaction vessel, remove the catalyst
- filtrationby filtration
- customevaporate the filtrate to dryness
- filtrationAdd MTBE, then filter again
- customevaporate the filtrate
- customCollect the solids
- filtrationby filtration
- washwash with cold hexanes
- customdry in vacuo
출처 및 근거
- ORD 기록
- ord-ee685ee613564d3fa6d76b9da194d191
- 출처 데이터셋
- uspto-grants-2016_05
- 특허 번호
- US09334267B2
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