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Acetyl chloride → Ethyl 2-oxo-1,2-dihydropyridine-4-carboxylate

HRID 500535
ノート
印刷プレビュー

反応式

HRID 500535 の反応式
[C:1](Cl)(=[O:3])[CH3:2].[OH:5][C:6]1[CH:11]=[C:10]([C:12](O)=[O:13])[CH:9]=[CH:8][N:7]=1>C(O)C>[CH2:1]([O:3][C:12]([C:10]1[CH:9]=[CH:8][NH:7][C:6](=[O:5])[CH:11]=1)=[O:13])[CH3:2]
参加物実験手順後処理出典と根拠反応ノート

参加物

4

反応物 2

HCID 6367Acetyl chlorideHCID 178524562HCID 178524562、化合物

生成物 1

HCID 22625086Ethyl 2-oxo-1,2-dihydropyridine-4-carboxylate収率 96%

試薬・触媒・溶媒 1

HCID 702Ethanol溶媒

実験手順

Acetyl chloride (20 mL) was added slowly to ethanol (80 mL) at room temperature. The clear solution was stirred for 5 minutes and then 2-hydroxy-4-pyridinecarboxylic acid (5.0 g, 35.9 mmol) was added as a solid. The reaction mixture was heated at reflux overnight. The reaction mixture was cooled to room temperature and the majority of the ethanol was evaporated. The residue was diluted with chloroform and water and the aqueous layer was neutralized by the careful addition of K2CO3. The organic layer was separated and the aqueous layer was extracted further with chloroform. The combined organic layer was dried over sodium sulfate and concentrated to give the title compound (5.74 g, 96%).

後処理

  1. temperatureThe reaction mixture was heated
  2. temperatureat reflux overnight
  3. customthe majority of the ethanol was evaporated
  4. additionThe residue was diluted with chloroform and water
  5. additionthe aqueous layer was neutralized by the careful addition of K2CO3
  6. customThe organic layer was separated
  7. extractionthe aqueous layer was extracted further with chloroform
  8. dry with materialThe combined organic layer was dried over sodium sulfate
  9. concentrationconcentrated

出典と根拠

ORDレコード
ord-df0492600fc6478aa95dd6a0cd3d3479
出典データセット
uspto-grants-2010_08
DOI
10.6084/m9.figshare.5104873.v1
特許番号
US07772235B2

反応ノート

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