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

HRID 912329노트

반응식

HRID 912329 반응식
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]

참가 물질

6

반응물 4

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

생성물 1

HCID 112645284-(3-Methyl-4-nitrophenyl)morpholine수율 95%

시약·촉매·용매 1

HCID 962Water용매

반응 조건

온도
80 °C

실험 절차

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%).

후처리

  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

출처 및 근거

ORD 기록
ord-c96970a1d30d412fbad3d297832e48a9
출처 데이터셋
uspto-grants-2011_09
특허 번호
US08022205B2

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