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

HRID 365086

반응식

HRID 365086 반응식
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]

참가 물질

5

반응물 3

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

생성물 1

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

시약·촉매·용매 1

HCID 702Ethanol용매

실험 절차

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 200°-209° C.

후처리

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

출처 및 근거

ORD 기록
ord-9f0cbae41001496fa03e54be8b0c05fb
출처 데이터셋
uspto-grants-1986_08
특허 번호
US04608079

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