Dimethyl Sulfoxide → 4-(3-Methyl-4-nitrophenyl)morpholine

HRID 912329ノート

反応式

HRID 912329 の反応式
CS(C)=O.F[C:6]1[CH:11]=[CH:10][C:9]([N+:12]([O-:14])=[O:13])=[C:8]([CH3:15])[CH:7]=1.C(=O)([O-])[O-].[K+].[K+].[NH:22]1[CH2:27][CH2:26][O:25][CH2:24][CH2:23]1>O>[CH3:15][C:8]1[CH:7]=[C:6]([N:22]2[CH2:27][CH2:26][O:25][CH2:24][CH2:23]2)[CH:11]=[CH:10][C:9]=1[N+:12]([O-:14])=[O:13]

参加物

6

反応物 4

HCID 679Dimethyl SulfoxideHCID 8083MorpholineHCID 11430Potassium CarbonateHCID 949565-Fluoro-2-nitrotoluene

生成物 1

HCID 112645284-(3-Methyl-4-nitrophenyl)morpholine収率 95%

試薬・触媒・溶媒 1

HCID 962Water溶媒

反応条件

温度
80 °C

実験手順

To a DMSO solution (8 ml) of 4-fluoro-2-methyl-1-nitro-benzene (500 mg), potassium carbonate (668 mg) and morpholine (0.42 ml) were added, followed by stirring at 80° C. for 18 hours. This was cooled to room temperature, and water (30 ml) was added, followed by extraction with ethyl acetate (50 ml×2). The organic layer was washed with saturated aqueous sodium chloride solution, followed by drying over magnesium sulfate. After the magnesium sulfate was filtered off, the solvent was distilled off under reduced pressure, to obtain the desired compound as a yellow solid (680 mg, 95%).

後処理

  1. temperatureThis was cooled to room temperature
  2. extractionfollowed by extraction with ethyl acetate (50 ml×2)
  3. washThe organic layer was washed with saturated aqueous sodium chloride solution
  4. dry with materialby drying over magnesium sulfate
  5. filtrationAfter the magnesium sulfate was filtered off
  6. distillationthe solvent was distilled off under reduced pressure

出典と根拠

ORDレコード
ord-c96970a1d30d412fbad3d297832e48a9
出典データセット
uspto-grants-2011_09
特許番号
US08022205B2

反応ノート

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