Water → 2-Bromo-1-(3-methoxy-2-nitro-phenyl)-4-methyl-1H-imidazole

HRID 254326ノート

反応式

HRID 254326 の反応式
[Br:1][C:2]1[NH:3][CH:4]=[C:5]([CH3:7])[N:6]=1.F[C:9]1[CH:14]=[CH:13][CH:12]=[C:11]([O:15][CH3:16])[C:10]=1[N+:17]([O-:19])=[O:18].C(=O)([O-])[O-].[K+].[K+].O>CN(C=O)C>[Br:1][C:2]1[N:3]([C:9]2[CH:14]=[CH:13][CH:12]=[C:11]([O:15][CH3:16])[C:10]=2[N+:17]([O-:19])=[O:18])[CH:4]=[C:5]([CH3:7])[N:6]=1

参加物

6

反応物 4

HCID 962WaterHCID 11430Potassium CarbonateHCID 27827761-Fluoro-3-methoxy-2-nitrobenzeneHCID 178430836HCID 178430836、化合物

生成物 1

HCID 577324682-Bromo-1-(3-methoxy-2-nitro-phenyl)-4-methyl-1H-imidazole

試薬・触媒・溶媒 1

HCID 6228Dimethylformamide溶媒

反応条件

温度
90 °C

実験手順

2-bromo-4-methyl imidazole (3.7 g, 23.4 mmol) and 2-fluoro-6-methoxy-nitrobenzene were dissolved in DMF (80 mL). To this was then added potassium carbonate (6.3 g, 46.8 mmol). The reaction was heated to 90° C. for 16 hrs then poured into water and extracted with ethyl acetate. The organic layer was separated and washed with water then brined, dried over magnesium sulfate and filtered. The solvent was removed under reduced pressure and the crude purified by flash chromatography on silica gel in 20:1 ethyl acetate/methylene chloride. A tan solid (2.6 g) was recovered. MS (ES) m/z 311.9 [M+1]+

後処理

  1. extractionextracted with ethyl acetate
  2. customThe organic layer was separated
  3. washwashed with water
  4. dry with materialdried over magnesium sulfate
  5. filtrationfiltered
  6. customThe solvent was removed under reduced pressure
  7. customthe crude purified by flash chromatography on silica gel in 20:1 ethyl acetate/methylene chloride
  8. customA tan solid (2.6 g) was recovered

出典と根拠

ORDレコード
ord-21ff743ac3a846f49a199017ca34e9db
出典データセット
uspto-grants-2011_01
特許番号
US07875618B2

反応ノート

読み込み中…