Water → 6-Ethyl-2-oxo-1-phenyl-1,2-dihydropyridine-3-carboxylic acid

HRID 2095782ノート

反応式

HRID 2095782 の反応式
[CH2:1]([C:3]1[N:8]([C:9]2[CH:14]=[CH:13][CH:12]=[CH:11][CH:10]=2)[C:7](=[O:15])[C:6]([C:16]#N)=[CH:5][CH:4]=1)[CH3:2].[OH-:18].[Na+].[OH2:20]>S(=O)(=O)(O)O>[CH2:1]([C:3]1[N:8]([C:9]2[CH:14]=[CH:13][CH:12]=[CH:11][CH:10]=2)[C:7](=[O:15])[C:6]([C:16]([OH:20])=[O:18])=[CH:5][CH:4]=1)[CH3:2]

参加物

5

反応物 3

HCID 962WaterHCID 14798Sodium HydroxideHCID 669685986-Ethyl-2-oxo-1-phenyl-1,2-dihydropyridine-3-carbonitrile

生成物 1

HCID 581585696-Ethyl-2-oxo-1-phenyl-1,2-dihydropyridine-3-carboxylic acid収率 72%

試薬・触媒・溶媒 1

HCID 1118Sulfuric Acid溶媒

反応条件

温度
120 °C

実験手順

6-Ethyl-2-oxo-1-phenyl-1,2-dihydropyridine-3-carbonitrile (395 mg, 1.76 mmol) was dissolved in conc. sulfuric acid (0.4 mL) and water (0.4 mL), and the mixture was stirred with heating at 120° C. for 7 hr. 1N Aqueous sodium hydroxide solution was added to the reaction solution, and the mixture was washed with ethyl acetate. 1N Hydrochloric acid was added to the aqueous layer, and the mixture was extracted 3 times with ethyl acetate. The combined organic layer was washed with saturated brine, dried over anhydrous magnesium sulfate and filtered, and the solvent was evaporated under reduced pressure. The residue was washed with ethyl acetate to give the title compound (310 mg, 72%) as a colorless solid.

後処理

  1. washthe mixture was washed with ethyl acetate
  2. addition1N Hydrochloric acid was added to the aqueous layer
  3. extractionthe mixture was extracted 3 times with ethyl acetate
  4. washThe combined organic layer was washed with saturated brine
  5. dry with materialdried over anhydrous magnesium sulfate
  6. filtrationfiltered
  7. customthe solvent was evaporated under reduced pressure
  8. washThe residue was washed with ethyl acetate

出典と根拠

ORDレコード
ord-f5dd924ee3ba496badf11f1d708f9a35
出典データセット
uspto-grants-2013_05
特許番号
US08445509B2

反応ノート

読み込み中…