Hydrochloric Acid → ethyl 4-(3,4-dichlorophenyl)-2,4-dioxobutanoate

HRID 539650

Reaktionsgleichung

Reaktionsgleichung von HRID 539650
CC([O-])(C)C.[K+].[CH3:7][C:8]([C:10]1[CH:15]=[CH:14][C:13]([Cl:16])=[C:12]([Cl:17])[CH:11]=1)=[O:9].[CH2:18]([O:20][C:21](=[O:27])[C:22](OCC)=[O:23])[CH3:19].Cl>C1C=CC=CC=1>[Cl:17][C:12]1[CH:11]=[C:10]([C:8](=[O:9])[CH2:7][C:22](=[O:23])[C:21]([O:20][CH2:18][CH3:19])=[O:27])[CH:15]=[CH:14][C:13]=1[Cl:16]

Komponenten

6

Edukt 4

HCID 313Hydrochloric AcidHCID 7268Diethyl OxalateHCID 75841Ethanone, 1-(3,4-dichlorophenyl)-HCID 23665647Potassium tert-butoxide

Produkt 1

HCID 10017017ethyl 4-(3,4-dichlorophenyl)-2,4-dioxobutanoate

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 241BenzeneLösungsmittel2×

Versuchsvorschrift

To a solution of t-BuOK (0.05 mol, 5.6 g) in benzene (200 mL) was added dropwise a benzene (50 mL) solution of 3,4-dichloroacetophenone 5.1 (0.05 mol, 9.45 g) and diethyloxalate (0.055 mol, 8.1 g). The resultant mixture was stirred for 8 h at room temperature, then 10% aqueous HCl solution (100 mL) was added to the mixture. The organic layer was separated and washed with brine, dried over sodium sulfate and concentrated in vacuo. The crude product was purified by column chromatography using dichloromethane as eluent to yield the title compound. Yield: 7.5 g (52%).

Aufarbeitung

  1. customThe organic layer was separated
  2. washwashed with brine
  3. dry with materialdried over sodium sulfate
  4. concentrationconcentrated in vacuo
  5. customThe crude product was purified by column chromatography

Quellen und Nachweise

ORD-Eintrag
ord-1934ae3a8e0442dda759df426fd55823
Quelldatensatz
uspto-grants-2014_10
Patentnummer
US08871761B2

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