Dimethylformamide → HCID 68464046、化合物

HRID 503212ノート

反応式

HRID 503212 の反応式
C([N:3]1[CH:7]=[CH:6][N:5]=[C:4]1[CH2:8][OH:9])C.[H-].[Na+].[H][H].[N+:14]([C:17]1[CH:18]=[C:19]([CH:22]=[CH:23][CH:24]=1)[CH2:20]Br)([O-])=O.[CH3:25]N(C=O)C>>[CH3:25][CH:20]([O:9][CH2:8][C:4]1[NH:3][CH:7]=[CH:6][N:5]=1)[C:19]1[CH:18]=[C:17]([NH2:14])[CH:24]=[CH:23][CH:22]=1

参加物

6

反応物 5

HCID 6228DimethylformamideHCID 24758Sodium hydrideHCID 77568Benzene, 1-(bromomethyl)-3-nitro-HCID 581042(1-Ethyl-1H-imidazol-2-yl)methanolHCID 178418361HCID 178418361、化合物

生成物 1

HCID 68464046HCID 68464046、化合物

実験手順

To a stirred solution of (1-ethyl-1H-imidazol-2-yl)-methanol (1.3 g, 10.2 mmol) in DMF (10 ml) was added sodium hydride (0.49 g 60% dispersion in mineral oil). When the evolution of hydrogen had ceased, 3-nitrobenzylbromide (2.21 g, 10.2 mmol) was added and stirring was continued at ambient temperature for 1 hour. Ice was added and the resultant mixture was extracted with ethyl acetate. The organic extract was dried over magnesium sulphate and concentrated in vacuo. This concentrate was dissolved in ethanol (20 ml). Platinium oxide (0.2 g) was added and the mixture was hydrogenated until the hydrogen uptake had ceased. Filtration through celite and evaporation of the filtrate left 18b (1.7 g, 72%) as a yellowish oil. 3-(1-Methyl-1H-imidazol-2-ylmethoxymethyl)-phenylamine (18a) was prepared analogously from (1-methyl-1H-imidazol-2-yl)-methanol.

後処理

  1. additionIce was added
  2. extractionthe resultant mixture was extracted with ethyl acetate
  3. extractionThe organic extract
  4. dry with materialwas dried over magnesium sulphate
  5. concentrationconcentrated in vacuo
  6. dissolutionThis concentrate was dissolved in ethanol (20 ml)
  7. additionPlatinium oxide (0.2 g) was added
  8. filtrationFiltration
  9. customthrough celite and evaporation of the filtrate
  10. waitleft 18b (1.7 g, 72%) as a yellowish oil

出典と根拠

ORDレコード
ord-32bb8d1a8f98498fae4e50d9964d4252
出典データセット
uspto-grants-2010_08
特許番号
US07776900B2

反応ノート

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