Potassium Carbonate → Benzyl (2,5-dibromophenoxy)propionate

HRID 223421

Reaktionsgleichung

Reaktionsgleichung von HRID 223421
[Br:1][C:2]1[CH:7]=[CH:6][C:5]([Br:8])=[CH:4][C:3]=1[OH:9].Br[CH:11]([CH3:22])[C:12]([O:14][CH2:15][C:16]1[CH:21]=[CH:20][CH:19]=[CH:18][CH:17]=1)=[O:13].C(=O)([O-])[O-].[K+].[K+].[OH-].[Na+].[Br-].[K+]>C(C(C)=O)C(C)C>[Br:1][C:2]1[CH:7]=[CH:6][C:5]([Br:8])=[CH:4][C:3]=1[O:9][CH:11]([CH3:22])[C:12]([O:14][CH2:15][C:16]1[CH:21]=[CH:20][CH:19]=[CH:18][CH:17]=1)=[O:13]

Komponenten

7

Edukt 5

HCID 11430Potassium CarbonateHCID 14798Sodium HydroxideHCID 341772,5-DibromophenolHCID 253877Potassium BromideHCID 298874Benzyl 2-bromopropanoate

Produkt 1

HCID 86738593Benzyl (2,5-dibromophenoxy)propionate

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 7909Methyl Isobutyl KetoneLösungsmittel

Versuchsvorschrift

2,5-Dibromophenol (53 g) and benzyl 2-bromopropionate (48.6 g) in methyl iso-butyl ketone (250 ml) containing suspended potassium carbonate (13.8 g) was heated under reflux with stirring overnight. The mixture was cooled to 40°, 5% sodium hydroxide solution (100 ml) was added, and the mixture was stirred to dissolve the solid potassium bromide. The aqueous phase was separated with fresh methyl iso-butyl ketone (50 ml). The combined extracts were washed with water (50 ml), dried, and evaporated under reduced pressure. The residue was distilled and the benzyl (2,5-dibromophenoxy)propionate collected at 180°-185°/0.5 Torr. On cooling, the distillate solidified and had a melting point of 52° C. Compounds 1, 5, 6, 14 to 16, 18 to 20, 22 and 23 were made by a similar procedure.

Aufarbeitung

  1. temperaturewas heated
  2. temperatureunder reflux
  3. temperatureThe mixture was cooled to 40°
  4. stirringthe mixture was stirred
  5. customThe aqueous phase was separated with fresh methyl iso-butyl ketone (50 ml)
  6. washThe combined extracts were washed with water (50 ml)
  7. customdried
  8. customevaporated under reduced pressure
  9. distillationThe residue was distilled
  10. customthe benzyl (2,5-dibromophenoxy)propionate collected at 180°-185°/0.5 Torr
  11. temperatureOn cooling

Quellen und Nachweise

ORD-Eintrag
ord-4edae6e75332499d8dcf29aa3117fc68
Quelldatensatz
uspto-grants-1982_10
Patentnummer
US04354034

Verknüpfte Notizen

Wird geladen…