Phenol → 3-Phenoxy-2-butanone

HRID 1288234Notizen

Reaktionsgleichung

Reaktionsgleichung von HRID 1288234
Br[CH:2]([CH3:6])[C:3](=[O:5])[CH3:4].[I-].[K+].[C:9]1([OH:15])[CH:14]=[CH:13][CH:12]=[CH:11][CH:10]=1.C(=O)([O-])[O-].[K+].[K+]>CC(CC)=O.O>[O:15]([CH:2]([CH3:6])[C:3](=[O:5])[CH3:4])[C:9]1[CH:14]=[CH:13][CH:12]=[CH:11][CH:10]=1

Komponenten

7

Edukt 4

HCID 996PhenolHCID 4875Potassium IodideHCID 11430Potassium CarbonateHCID 131422-Butanone, 3-bromo-

Produkt 1

HCID 27644743-Phenoxy-2-butanone

Reagenzien, Katalysatoren, Lösungsmittel 2

HCID 962WaterLösungsmittelHCID 6569Methyl Ethyl KetoneLösungsmittel2×

Versuchsvorschrift

A mixture of 3-bromobutan-2-one (75.5 g.) and finely-powdered potassium iodide (1 g.) in ethyl methyl ketone (50 ml.) was added dropwise, over 25 minutes, to a stirred, refluxing mixture of phenol (47 g.) and dry potassium carbonate (82 g.) in ethyl methyl ketone (100 ml.) Stirring and refluxing were continued for a total of 5 hours and the mixture was cooled, poured into water (cs. 500 ml.) and extracted with ether. The ether extract was washed exhaustively with 5N-sodium hydroxide, dried over anhydrous sodium sulphate and evaporated. The residue was distilled to give pure 3-phenoxybutan-2-one, b.p. 110°-112°/14 mm.

Aufarbeitung

  1. additionwas added dropwise, over 25 minutes, to a stirred
  2. temperaturerefluxing
  3. temperaturerefluxing
  4. customwere continued for a total of 5 hours
  5. temperaturethe mixture was cooled
  6. extractionextracted with ether
  7. extractionThe ether extract
  8. washwas washed exhaustively with 5N-sodium hydroxide
  9. dry with materialdried over anhydrous sodium sulphate
  10. customevaporated
  11. distillationThe residue was distilled

Quellen und Nachweise

ORD-Eintrag
ord-c4f0940ea3694b069c16908fb704c7c4
Quelldatensatz
uspto-grants-1976_10
Patentnummer
US03987158

Notizen zur Reaktion

Wird geladen…