Ethyl Bromide → Butanoic acid, 2-ethyl-3-oxo-, methyl ester

HRID 257103

Reaktionsgleichung

Reaktionsgleichung von HRID 257103
[C:1]([O:7][CH3:8])(=[O:6])[CH2:2][C:3]([CH3:5])=[O:4].[CH2:9](Br)[CH3:10].C[O-].[Na+]>>[C:3]([CH:2]([CH2:9][CH3:10])[C:1]([O:7][CH3:8])=[O:6])(=[O:4])[CH3:5]

Komponenten

4

Edukt 3

HCID 6332Ethyl BromideHCID 7757Methyl acetoacetateHCID 10942334Sodium Methoxide

Produkt 1

HCID 103534Butanoic acid, 2-ethyl-3-oxo-, methyl esterAusbeute 56,8 %

Versuchsvorschrift

465 g of methyl acetoacetate and then 458 g of ethyl bromide were added under nitrogen to 720 g of 30% sodium methylate solution. The reaction mixture was subsequently boiled at reflux. After distilling off the methanol the residue was poured onto ice-water. The mixture was then extracted with n-hexane and water. The organic phases were combined and dried. After evaporation of the solvent and distillation there were obtained 328 g of methyl 2-acetylbutyrate, b.p. 77°-79°/15 Torr.

Aufarbeitung

  1. temperatureat reflux
  2. distillationAfter distilling off the methanol the residue
  3. additionwas poured onto ice-water
  4. extractionThe mixture was then extracted with n-hexane and water
  5. customdried
  6. customAfter evaporation of the solvent
  7. distillationdistillation there

Quellen und Nachweise

ORD-Eintrag
ord-624d9420da34454ebdd5cb9c32db822c
Quelldatensatz
uspto-grants-1993_11
Patentnummer
US05260310

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