Theophylline → 7-[4-[4-(Trifluoromethyl)benzoyl]benzyl]-1,3-dimethylxanthine

HRID 1291302ノート

反応式

HRID 1291302 の反応式
[N:1]1([C:12](=[O:13])[C:11]2[NH:10][CH:9]=[N:8][C:7]=2[N:5]([CH3:6])[C:3]1=[O:4])[CH3:2].C(=O)([O-])[O-].[K+].[K+].[F:20][C:21]([F:39])([F:38])[C:22]1[CH:37]=[CH:36][C:25]([C:26]([C:28]2[CH:35]=[CH:34][C:31]([CH2:32]Br)=[CH:30][CH:29]=2)=[O:27])=[CH:24][CH:23]=1>CN(C=O)C.O>[F:20][C:21]([F:38])([F:39])[C:22]1[CH:37]=[CH:36][C:25]([C:26]([C:28]2[CH:35]=[CH:34][C:31]([CH2:32][N:10]3[C:11]4[C:12](=[O:13])[N:1]([CH3:2])[C:3](=[O:4])[N:5]([CH3:6])[C:7]=4[N:8]=[CH:9]3)=[CH:30][CH:29]=2)=[O:27])=[CH:24][CH:23]=1

参加物

6

反応物 3

HCID 2153TheophyllineHCID 11430Potassium CarbonateHCID 189191184-(4-Trifluoromethylbenzoyl)benzyl bromide

生成物 1

HCID 189190907-[4-[4-(Trifluoromethyl)benzoyl]benzyl]-1,3-dimethylxanthine収率 36%

試薬・触媒・溶媒 2

HCID 962Water溶媒HCID 6228Dimethylformamide溶媒

実験手順

To a solution of theophylline (1.80 g) in DMF (20 ml) were added potassium carbonate (1.66 g) and 4-[4-(trifluoromethyl)benzoyl]benzyl bromide (3.43 g) and the mixture was stirred at room temperature for 20 hours. This reaction mixture was diluted with water and extracted with ethyl acetate. The extract was washed with saturated aqueous NaCl solution and dried over anhydrous sodium sulfate and the solvent was distilled off. To the residue was added 4N-hydrogen chloride/ethyl acetate and the resulting precipitate was harvested by filtration. To this precipitate was added a saturated aqueous solution of NaHCO3 and the mixture was extracted with ethyl acetate. The extract was washed with saturated aqueous NaCl solution and dried over anhydrous sodium sulfate and the solvent was distilled off to provide the title compound as colorless powder (1.57 g, 36%).

後処理

  1. extractionextracted with ethyl acetate
  2. washThe extract was washed with saturated aqueous NaCl solution
  3. dry with materialdried over anhydrous sodium sulfate
  4. distillationthe solvent was distilled off
  5. additionTo the residue was added 4N-hydrogen chloride/ethyl acetate
  6. filtrationthe resulting precipitate was harvested by filtration
  7. additionTo this precipitate was added a saturated aqueous solution of NaHCO3
  8. extractionthe mixture was extracted with ethyl acetate
  9. washThe extract was washed with saturated aqueous NaCl solution
  10. dry with materialdried over anhydrous sodium sulfate
  11. distillationthe solvent was distilled off

出典と根拠

ORDレコード
ord-dade393003cf41e7925cdafdfdde6680
出典データセット
uspto-grants-1998_05
特許番号
US05753664

反応ノート

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