Hydrogen Peroxide → Methyl 3-hydroxyquinoline-8-carboxylate

HRID 1824405ノート

反応式

HRID 1824405 の反応式
[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]

参加物

5

反応物 3

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

生成物 1

HCID 57440941Methyl 3-hydroxyquinoline-8-carboxylate収率 44%

試薬・触媒・溶媒 1

HCID 176Acetic Acid溶媒

実験手順

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 degrees for 7.5 hr. 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 313 (256 mg, 44%, in 2 steps).

後処理

  1. temperatureThe reaction mixture was heated at 85 degrees for 7.5 hr
  2. extractionextracted six times with CHCl3
  3. dry with materialOrganic layer was dried over anhydrous MgSO4
  4. concentrationconcentrated
  5. customCrude residue was triturated with CHCl3/Toluene

出典と根拠

ORDレコード
ord-4809bd192c5040899cc44e2b2ed1e579
出典データセット
uspto-grants-2006_05
特許番号
US07041691B1

反応ノート

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