Dimethylformamide → 4-Methoxy-6-morpholin-4-yl-benzene-1,3-dicarbaldehyde

HRID 884430

反応式

HRID 884430 の反応式
CN([CH:4]=[O:5])C.P(Cl)(Cl)(Cl)=O.[CH3:11][O:12][C:13]1[CH:14]=[C:15]([N:19]2[CH2:24][CH2:23][O:22][CH2:21][CH2:20]2)[CH:16]=[CH:17][CH:18]=1.[C:25]([O-])(=[O:27])C.[Na+]>O>[CH3:11][O:12][C:13]1[CH:14]=[C:15]([N:19]2[CH2:24][CH2:23][O:22][CH2:21][CH2:20]2)[C:16]([CH:25]=[O:27])=[CH:17][C:18]=1[CH:4]=[O:5]

参加物

6

反応物 4

HCID 6228DimethylformamideHCID 24813Phosphorus oxychlorideHCID 517045Sodium AcetateHCID 99643354-(3-Methoxyphenyl)morpholine

生成物 1

HCID 98347854-Methoxy-6-morpholin-4-yl-benzene-1,3-dicarbaldehyde

試薬・触媒・溶媒 1

HCID 962Water溶媒

実験手順

DMF (10 mL) was treated dropwise with phosphorus oxychloride (1.3 g, 14 mmol). The reaction was kept at 25° C. by cooling on ice. The reaction mixture was treated with 4-(3-methoxyphenyl)-morpholine (2.5 g, 13 mmol) in small portions, stirred for 30 min at room temperature, then stirred at 100° C. for 4 h. After cooling, the mixture was poured into aqueous sodium acetate (1 M, 40 mL) and 25 mL of water was added. The resulting precipitate was collected by filtration, washed with water (10 mL), air dried, and purified by flash chromatography (silica gel, 4×15 cm, eluted with 80/20 CHCl3/ether) to yield A and B as white solids: A: (1.0 g, 35%), B: (0.3 g, 9%).

後処理

  1. customwas kept at 25° C.
  2. temperatureby cooling on ice
  3. stirringstirred at 100° C. for 4 h
  4. temperatureAfter cooling
  5. additionwas added
  6. filtrationThe resulting precipitate was collected by filtration
  7. washwashed with water (10 mL), air
  8. customdried
  9. custompurified by flash chromatography (silica gel, 4×15 cm, eluted with 80/20 CHCl3/ether)
  10. customto yield A and B as white solids

出典と根拠

ORDレコード
ord-98b70eb15b4d4ef59cc3c95b10488376
出典データセット
uspto-grants-2012_08
特許番号
US08242115B2

関連ノート

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