Hydrogen Peroxide → Methyl 3-hydroxyquinoline-8-carboxylate

HRID 1370490ノート

反応式

HRID 1370490 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

反応条件

温度
85 °C

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° 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).

後処理

  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

出典と根拠

ORDレコード
ord-a16cd3df5e3946e2804bb48e9e3334ca
出典データセット
uspto-grants-2003_06
特許番号
US06583157B2

反応ノート

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