Water → 1-Benzyl-2-oxo-1,2-dihydro-1,8-naphthyridine-3-carboxylic acid

HRID 2194518ノート

反応式

HRID 2194518 の反応式
[CH2:1]([N:8]1[C:17]2[C:12](=[CH:13][CH:14]=[CH:15][N:16]=2)[CH:11]=[C:10]([C:18]([O:20]CC)=[O:19])[C:9]1=[O:23])[C:2]1[CH:7]=[CH:6][CH:5]=[CH:4][CH:3]=1.C(=O)([O-])[O-].[K+].[K+].O>O1CCOCC1>[CH2:1]([N:8]1[C:17]2[C:12](=[CH:13][CH:14]=[CH:15][N:16]=2)[CH:11]=[C:10]([C:18]([OH:20])=[O:19])[C:9]1=[O:23])[C:2]1[CH:7]=[CH:6][CH:5]=[CH:4][CH:3]=1

参加物

5

反応物 3

HCID 962WaterHCID 11430Potassium CarbonateHCID 67010119Ethyl 1-benzyl-2-oxo-1,2-dihydro-1,8-naphthyridine-3-carboxylate

生成物 1

HCID 670096141-Benzyl-2-oxo-1,2-dihydro-1,8-naphthyridine-3-carboxylic acid収率 97%

試薬・触媒・溶媒 1

HCID 312751,4-Dioxane溶媒

反応条件

温度
50 °C

実験手順

1.95 g (6.3 mmol) of ethyl 1-benzyl-2-oxo-1,2-dihydro-1,8-naphthyridine-3-carboxylate was dissolved in 1,4-dioxane (30 mL), and 1.31 g (9.5 mmol) of potassium carbonate and 60 mL of water were added to this solution at room temperature. The resulting mixture was stirred for 3 hours at 50° C. The solvent of the reaction mixture was distilled off under reduced pressure, and the residue was dissolved in water. Concentrated hydrochloric acid was added to make the solution acidic, and the mixture was extracted with chloroform. The organic phase was dried, filtered, and concentrated, and thus 1.71 g (yield: 97%) of the title compound was obtained as colorless crystals.

後処理

  1. distillationThe solvent of the reaction mixture was distilled off under reduced pressure
  2. dissolutionthe residue was dissolved in water
  3. additionConcentrated hydrochloric acid was added
  4. extractionthe mixture was extracted with chloroform
  5. customThe organic phase was dried
  6. filtrationfiltered
  7. concentrationconcentrated

出典と根拠

ORDレコード
ord-3a78a15bb8e94ae5b574259b0ad4ee14
出典データセット
uspto-grants-2012_12
特許番号
US08334236B2

反応ノート

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