Sodium Methoxide → 1-Methoxy-7-nitroisoquinoline

HRID 1070465노트

반응식

HRID 1070465 반응식
Cl[C:2]1[C:11]2[C:6](=[CH:7][CH:8]=[C:9]([N+:12]([O-:14])=[O:13])[CH:10]=2)[CH:5]=[CH:4][N:3]=1.[CH3:15][O-:16].[Na+]>CO>[CH3:15][O:16][C:2]1[C:11]2[C:6](=[CH:7][CH:8]=[C:9]([N+:12]([O-:14])=[O:13])[CH:10]=2)[CH:5]=[CH:4][N:3]=1

참가 물질

4

반응물 2

HCID 10942334Sodium MethoxideHCID 218626571-chloro-7-nitroisoquinoline

생성물 1

HCID 223970461-Methoxy-7-nitroisoquinoline수율 81%

시약·촉매·용매 1

HCID 887Methanol용매

실험 절차

To a suspension of 1-chloro-7-nitroisoquinoline (670 mg, 3.21 mmol) obtained in Preparation Example 1-5, Step 4 in methanol (100 ml) was added a 1M solution (6.5 ml, 6.5 mmol) of sodium methoxide. The mixture was refluxed under heating for 3 hr and concentrated under reduced pressure. The residue was dissolved in ethyl acetate, washed with saturated brine, dried over anhydrous magnesium sulfate and concentrated under reduced pressure. The residue was purified by silica gel column chromatography (chloroform:acetone=30:1) to give 1-methoxy-7-nitroisoquinoline (530 mg, 81%).

후처리

  1. temperatureThe mixture was refluxed
  2. temperatureunder heating for 3 hr
  3. concentrationconcentrated under reduced pressure
  4. dissolutionThe residue was dissolved in ethyl acetate
  5. washwashed with saturated brine
  6. dry with materialdried over anhydrous magnesium sulfate
  7. concentrationconcentrated under reduced pressure
  8. customThe residue was purified by silica gel column chromatography (chloroform:acetone=30:1)

출처 및 근거

ORD 기록
ord-eff2d86e147f4a2caef03d3bd8a359b3
출처 데이터셋
uspto-grants-2005_06
특허 번호
US06903094B2

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