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Morpholine → Morpholine, 4-(2-chloro-4-nitrophenyl)-

HRID 56227
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HRID 56227 반응식
[NH:1]1[CH2:6][CH2:5][O:4][CH2:3][CH2:2]1.[Cl:7][C:8]1[CH:13]=[C:12]([N+:14]([O-:16])=[O:15])[CH:11]=[CH:10][C:9]=1F.CCN(CC)CC>CN(C=O)C>[Cl:7][C:8]1[CH:13]=[C:12]([N+:14]([O-:16])=[O:15])[CH:11]=[CH:10][C:9]=1[N:1]1[CH2:6][CH2:5][O:4][CH2:3][CH2:2]1
참가 물질실험 절차후처리출처 및 근거반응 노트

참가 물질

5

반응물 3

HCID 8083MorpholineHCID 8471TriethylamineHCID 676882-Chloro-1-fluoro-4-nitrobenzene

생성물 1

HCID 108711Morpholine, 4-(2-chloro-4-nitrophenyl)-수율 63.1%

시약·촉매·용매 1

HCID 6228Dimethylformamide용매

실험 절차

To a solution of morpholine (1.1 mL, 12.6 mmol) in DMF (30 mL) were added 2-chloro-1-fluoro-4-nitrobenzene (1.76 g, 10.0 mmol) and Et3N (4.2 mL, 30.1 mmol) with stirring and the mixture was stirred at rt overnight. The mixture was then filtered and the organic phase was poured into 150 mL of DCM, washed with water (150 mL×3) and brine (150 mL), dried over anhydrous Na2SO4 and concentrated in vacuo. The residue was purified by a silica gel column chromatography (PE/DCM (V/V)=10:1) to give the title compound as a yellow solid (1.53 g, 63%).

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후처리

  1. stirringthe mixture was stirred at rt overnight
  2. filtrationThe mixture was then filtered
  3. additionthe organic phase was poured into 150 mL of DCM
  4. washwashed with water (150 mL×3) and brine (150 mL)
  5. dry with materialdried over anhydrous Na2SO4
  6. concentrationconcentrated in vacuo
  7. customThe residue was purified by a silica gel column chromatography (PE/DCM (V/V)=10:1)

출처 및 근거

ORD 기록
ord-f4072d50c2dc4c7bb60dd7a9c543384b
출처 데이터셋
uspto-grants-2016_09
DOI
10.6084/m9.figshare.5104873.v1
특허 번호
US09434695B2

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