Reaktion #1462280

ord-fd4f3659e30945a68019c7444405d454

Reaktionsgleichung

CC(=O)/C=C(/C)[O-].[Na+]
sodium acetylacetonate
O=C([O-])[O-].[K+].[K+]
potassium carbonate
CC(C)=O
acetone
CCOC(=O)CBr
bromoacetic acid ethyl ester
→
CCOC(=O)CCCC(C(C)=O)C(C)=O
5-acetyl-6-oxo-heptanoic acid ethyl ester

Edukte

CC(=O)/C=C(/C)[O-].[Na+]
sodium acetylacetonate
O=C([O-])[O-].[K+].[K+]
potassium carbonate
CC(C)=O
acetone
CCOC(=O)CBr
bromoacetic acid ethyl ester

Reagenzien

Keine

Reaktionsbedingungen

Detaillierte Bedingungen
See reaction.notes.procedure_details.

Aufarbeitung

  1. 1
    Temperaturto reflux
  2. 2
    TemperaturAfter refluxing for several days
  3. 3
    Filtrationthe solid was filtered off
  4. 4
    Waschenwashed with petroleum ether and acetone
  5. 5
    workup.DISTILLATIONFractional distillation

Vorschrift

10 g of sodium acetylacetonate and 20 g of potassium carbonate in 50 ml of acetone were heated to reflux and 15 g of bromoacetic acid ethyl ester was added dropwise over 15 minutes. After refluxing for several days, the solid was filtered off and washed with petroleum ether and acetone. Fractional distillation yielded 6.4 g of 5-acetyl-6-oxo-heptanoic acid ethyl ester.

Quelle

DOI: 10.6084/m9.figshare.5104873.v1Patent: US07166648B2uspto-grants-2007_01