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

HRID 59932

反応式

HRID 59932 の反応式
[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

参加物

5

反応物 3

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

生成物 1

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

試薬・触媒・溶媒 1

HCID 8028Tetrahydrofuran溶媒2 回

反応条件

温度
0 °C

実験手順

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.

後処理

  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

出典と根拠

ORDレコード
ord-dbfc8f0c4dbe4079969af08fe4403998
出典データセット
uspto-grants-2016_09
特許番号
US09440929B2

関連ノート

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