Hydrogen Peroxide → Methyl 3-hydroxyquinoline-8-carboxylate

HRID 1370490노트

반응식

HRID 1370490 반응식
[CH3:1][O:2][C:3]([C:5]1[CH:6]=[CH:7][CH:8]=[C:9]2[C:14]=1[N:13]=[CH:12][CH:11]=[CH:10]2)=[O:4].OO.C([O-])(O)=[O:18].[Na+]>CC(O)=O>[CH3:1][O:2][C:3]([C:5]1[CH:6]=[CH:7][CH:8]=[C:9]2[C:14]=1[N:13]=[CH:12][C:11]([OH:18])=[CH:10]2)=[O:4]

참가 물질

5

반응물 3

HCID 784Hydrogen PeroxideHCID 516892Sodium BicarbonateHCID 12554533Methyl Quinoline-8-Carboxylate

생성물 1

HCID 57440941Methyl 3-hydroxyquinoline-8-carboxylate수율 44%

시약·촉매·용매 1

HCID 176Acetic Acid용매

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온도
85 °C

실험 절차

To a solution of the intermediate 8-Quinolinecarboxylic acid methyl ester (2.89 mmol) in AcOH (4 mL) was added 30% H2O2 (0.6 mL). The reaction mixture was heated at 85° C. for 7.5 h. The reaction mixture was treated with sat NaHCO3, and extracted six times with CHCl3. Organic layer was dried over anhydrous MgSO4, and concentrated. Crude residue was triturated with CHCl3/toluene to provide compound 97 (256 mg, 44%, in 2 steps).

후처리

  1. extractionextracted six times with CHCl3
  2. dry with materialOrganic layer was dried over anhydrous MgSO4
  3. concentrationconcentrated
  4. customCrude residue was triturated with CHCl3/toluene

출처 및 근거

ORD 기록
ord-a16cd3df5e3946e2804bb48e9e3334ca
출처 데이터셋
uspto-grants-2003_06
특허 번호
US06583157B2

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