Methylamine → 5-Bromo-3-fluoro-N-methyl-2-nitroaniline

HRID 59932

반응식

HRID 59932 반응식
[CH3:1][NH2:2].[Br:3][C:4]1[CH:5]=[C:6]([F:14])[C:7]([N+:11]([O-:13])=[O:12])=[C:8](F)[CH:9]=1.C([O-])([O-])=O.[Cs+].[Cs+]>C1COCC1>[Br:3][C:4]1[CH:5]=[C:6]([F:14])[C:7]([N+:11]([O-:13])=[O:12])=[C:8]([NH:2][CH3:1])[CH:9]=1

참가 물질

5

반응물 3

HCID 6329MethylamineHCID 10796Cesium carbonateHCID 213354875-Bromo-1,3-difluoro-2-nitrobenzene

생성물 1

HCID 716520385-Bromo-3-fluoro-N-methyl-2-nitroaniline

시약·촉매·용매 1

HCID 8028Tetrahydrofuran용매2회

반응 조건

온도
0 °C

실험 절차

2 M MeNH2 in THF (82 mL) was added dropwise to a solution of 5-bromo-1,3-difluoro-2-nitrobenzene (164 mmol) and Cs2CO3 (197 mmol) in THF (1 L). The reaction mixture was stirred at 0° C. for 1 h and then at room temperature for 1 h. The solvent was removed under reduced pressure. The residue was partitioned between EtOAc and H2O. The two phases were separated and the organic layer was dried (Na2SO4) and concentrated to afford the desired product.

후처리

  1. waitat room temperature for 1 h
  2. customThe solvent was removed under reduced pressure
  3. customThe residue was partitioned between EtOAc and H2O
  4. customThe two phases were separated
  5. dry with materialthe organic layer was dried (Na2SO4)
  6. concentrationconcentrated

출처 및 근거

ORD 기록
ord-dbfc8f0c4dbe4079969af08fe4403998
출처 데이터셋
uspto-grants-2016_09
특허 번호
US09440929B2

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