Water → [2-(4-Formyl-2-methoxy-3-nitrophenoxy)ethyl]propane-1-sulfonamide

HRID 1821437ノート

反応式

HRID 1821437 の反応式
CO[CH:3]([O:19]C)[C:4]1[CH:13]=[CH:12][C:7]([O:8][CH2:9][CH2:10]N)=[C:6]([O:14][CH3:15])[C:5]=1[N+:16]([O-:18])=[O:17].C([N:23](CC)CC)C.[CH2:28]([S:31](Cl)(=[O:33])=[O:32])[CH2:29][CH3:30].O>C1COCC1>[CH:3]([C:4]1[CH:13]=[CH:12][C:7]([O:8][CH2:9][CH2:10][CH:28]([S:31]([NH2:23])(=[O:33])=[O:32])[CH2:29][CH3:30])=[C:6]([O:14][CH3:15])[C:5]=1[N+:16]([O-:18])=[O:17])=[O:19]

参加物

6

反応物 4

HCID 962WaterHCID 8471TriethylamineHCID 662791-Propanesulfonyl chlorideHCID 689994632-(4-Dimethoxymethyl-2-methoxy-3-nitrophenoxy)ethylamine

生成物 1

HCID 86628224[2-(4-Formyl-2-methoxy-3-nitrophenoxy)ethyl]propane-1-sulfonamide収率 62.6%

試薬・触媒・溶媒 1

HCID 8028Tetrahydrofuran溶媒

実験手順

A solution of 2-(4-dimethoxymethyl-2-methoxy-3-nitrophenoxy)ethylamine (0.5 g, 1.8 mmol) obtained in Step 3 in THF (10 mL) was added with triethylamine (0.38 mL, 2.7 mmol) and n-propanesulfonyl chloride (0.24 mL, 2.2 mmol), followed by stirring at room temperature for 3 hours. The reaction mixture was added with water and extracted with ethyl acetate. The organic layer was washed with saturated brine, dried over anhydrous magnesium sulfate and the solvent was evaporated under reduced pressure. The residue was added with methanol (6.0 mL) and 1 mol/L hydrochloric acid, followed by stirring for 15 minutes. The reaction mixture was added with water and extracted with ethyl acetate. The organic layer was washed with saturated brine, dried over anhydrous magnesium sulfate and the solvent was evaporated under reduced pressure to obtain [2-(4-formyl-2-methoxy-3-nitrophenoxy)ethyl]propane-1-sulfonamide (0.39 g, 62%).

後処理

  1. extractionextracted with ethyl acetate
  2. washThe organic layer was washed with saturated brine
  3. dry with materialdried over anhydrous magnesium sulfate
  4. customthe solvent was evaporated under reduced pressure
  5. additionThe residue was added with methanol (6.0 mL) and 1 mol/L hydrochloric acid
  6. stirringby stirring for 15 minutes
  7. additionThe reaction mixture was added with water
  8. extractionextracted with ethyl acetate
  9. washThe organic layer was washed with saturated brine
  10. dry with materialdried over anhydrous magnesium sulfate
  11. customthe solvent was evaporated under reduced pressure

出典と根拠

ORDレコード
ord-aada1a53d84d4e73a5821c2af168b354
出典データセット
uspto-grants-2009_10
特許番号
US07605272B2

反応ノート

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