Phenylacetyl chloride → 2-Acetyl-3-oxo-4-phenyl-butyric acid methyl ester

HRID 2279640Notizen

Reaktionsgleichung

Reaktionsgleichung von HRID 2279640
[OH-].[Na+].[CH3:3][C:4]([CH2:6][C:7]([O:9][CH3:10])=[O:8])=[O:5].[C:11]1([CH2:17][C:18](Cl)=[O:19])[CH:16]=[CH:15][CH:14]=[CH:13][CH:12]=1>O>[CH3:10][O:9][C:7](=[O:8])[CH:6]([C:4](=[O:5])[CH3:3])[C:18](=[O:19])[CH2:17][C:11]1[CH:16]=[CH:15][CH:14]=[CH:13][CH:12]=1

Komponenten

5

Edukt 3

HCID 7679Phenylacetyl chlorideHCID 7757Methyl acetoacetateHCID 14798Sodium Hydroxide

Produkt 1

HCID 595798522-Acetyl-3-oxo-4-phenyl-butyric acid methyl ester

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 962WaterLösungsmittel

Versuchsvorschrift

NaOH (10 N, 4.4 mL, 44 mmol) in H2O is added to a solution of MeCOCH2COOMe (5 g, 43.1 mmol) in THE at RT. PhCH2COCl is added dropwise to the mixture and the mixture is stirred for 14 h. The mixture is extracted with EtOAc (2×30 mL). The organic phase is dried. The product is purified by silica gel column chromatography using 3-5% EtOAc in hexane to afford the title compound.

Aufarbeitung

  1. extractionThe mixture is extracted with EtOAc (2×30 mL)
  2. customThe organic phase is dried
  3. customThe product is purified by silica gel column chromatography

Quellen und Nachweise

ORD-Eintrag
ord-6fe6ffc40f134228a75776eaf7723a58
Quelldatensatz
uspto-grants-2015_09
Patentnummer
US09133204B2

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