Diethyl 2-(ethoxymethylidene)-3-oxobutanedioate → Diethyl 5-acetyl-1,6-dihydro-6-oxo-2,3-pyridinedicarboxylate

HRID 580289

反応式

HRID 580289 の反応式
C([O-])(=O)C.[Na+].[CH2:6]([O:8][C:9](=[O:22])[C:10](=[CH:18]OCC)[C:11]([C:13]([O:15][CH2:16][CH3:17])=[O:14])=O)[CH3:7].[C:23]([NH2:29])(=[O:28])[CH2:24][C:25]([CH3:27])=[O:26]>C(O)C>[C:25]([C:24]1[C:23](=[O:28])[NH:29][C:11]([C:13]([O:15][CH2:16][CH3:17])=[O:14])=[C:10]([C:9]([O:8][CH2:6][CH3:7])=[O:22])[CH:18]=1)(=[O:26])[CH3:27]

参加物

5

反応物 3

HCID 40590Diethyl 2-(ethoxymethylidene)-3-oxobutanedioateHCID 80077AcetoacetamideHCID 517045Sodium Acetate

生成物 1

HCID 13752508Diethyl 5-acetyl-1,6-dihydro-6-oxo-2,3-pyridinedicarboxylate

試薬・触媒・溶媒 1

HCID 702Ethanol溶媒

実験手順

Sodium acetate (30 g, 0.37 mol) is added to a stirred mixture of diethyl(ethoxymethylene)oxalacetate (87 g, 0.36 mol) and acetoacetamide (36 g, 0.36 mol) in absolute ethanol (300 mL). After stirring the reaction mixture for 30 minutes, the ethanol is distilled off under reduced pressure, the residue acidified to pH 2 with dilute aqueous hydrochloric acid and the resulting solid filtered off. Crystallization from an ethanol-water mixture affords diethyl 5-acetyl-1,6-dihydro-6-oxo-2,3-pyridinedicarboxylate as crystals mp 101°-110° C.

後処理

  1. distillationthe ethanol is distilled off under reduced pressure
  2. filtrationthe resulting solid filtered off
  3. customCrystallization from an ethanol-water mixture

出典と根拠

ORDレコード
ord-76aefac1c9084cdf922aa575af5b80ab
出典データセット
uspto-grants-1988_06
特許番号
US04752323

関連ノート

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