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Water → Tert.-butyl 3-isopropyl-2-oxo-3-butenoate

HRID 328070
Notizen
Druckvorschau

Reaktionsgleichung

Reaktionsgleichung von HRID 328070
[Br-].[Li+].Cl[C:4]1([O:17][C:12]1([CH:14]([CH3:16])[CH3:15])[CH3:13])[C:5]([O:7][C:8]([CH3:11])([CH3:10])[CH3:9])=[O:6].O>C(=O)([O-])[O-].[Li+].[Li+]>[CH:14]([C:12](=[CH2:13])[C:4](=[O:17])[C:5]([O:7][C:8]([CH3:11])([CH3:10])[CH3:9])=[O:6])([CH3:16])[CH3:15]
KomponentenVersuchsvorschriftAufarbeitungQuellen und NachweiseNotizen zur Reaktion

Komponenten

5

Edukt 3

HCID 962Water2×HCID 82050Lithium BromideHCID 21443884Tert.butyl 2-chloro-2,3-epoxy-3-isopropyl-butanoate

Produkt 1

HCID 21405096Tert.-butyl 3-isopropyl-2-oxo-3-butenoateAusbeute 85,2 %

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 11125Lithium CarbonateLösungsmittel

Versuchsvorschrift

118 g of anhydrous lithium bromide were added under a nitrogen atmosphere at 5° C to a mixture of 117.5 g of tert.-butyl 2-chloro-2,3-epoxy-3-isopropyl-butanoate in 18.5 g of lithium carbonate and 1.15 liters of hexamethylphosphortriamide and after returning to room temperature, the mixture was stirred under a nitrogen atmosphere for 48 hours. 500 ml of distilled water were added thereto and the mixture was added to a decanting flask containing a 9:1 mixture of water and petroleum ether. After decanting, the aqueous phase was extracted with petroleum ether and the combined organic phases were washed with water, dried over magnesium sulfate, then the petroleum ether was evaporated under reduced pressure to obtain 84.6 g of tert.-butyl 3-isopropyl-2-oxo-3-butenoate in the form of a yellow liquid soluble in the usual organic solvents and insoluble in water.

Aufarbeitung

  1. customafter returning to room temperature
  2. additionthe mixture was added to a decanting flask
  3. additioncontaining
  4. customAfter decanting
  5. extractionthe aqueous phase was extracted with petroleum ether
  6. washthe combined organic phases were washed with water
  7. dry with materialdried over magnesium sulfate
  8. customthe petroleum ether was evaporated under reduced pressure

Quellen und Nachweise

ORD-Eintrag
ord-3b46115332a045ba9d6c04fa59d2980d
Quelldatensatz
uspto-grants-1977_04
DOI
10.6084/m9.figshare.5104873.v1
Patentnummer
US04016158

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