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2,4-Dichlorophenol → 1-(2,4-Dichlorophenoxy)-3,3-dimethyl-4-fluoro-2-butanone

HRID 904648
Notizen
Druckvorschau

Reaktionsgleichung

Reaktionsgleichung von HRID 904648
Br[CH2:2][C:3](=[O:9])[C:4]([CH3:8])([CH3:7])[CH2:5][F:6].C(=O)([O-])[O-].[K+].[K+].[Cl:16][C:17]1[CH:22]=[C:21]([Cl:23])[CH:20]=[CH:19][C:18]=1[OH:24]>CC(C)=O>[Cl:16][C:17]1[CH:22]=[C:21]([Cl:23])[CH:20]=[CH:19][C:18]=1[O:24][CH2:2][C:3](=[O:9])[C:4]([CH3:8])([CH3:7])[CH2:5][F:6]
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Komponenten

5

Edukt 3

HCID 84492,4-DichlorophenolHCID 11430Potassium CarbonateHCID 130194421-Bromo-3,3-dimethyl-4-fluoro-2-butanone

Produkt 1

HCID 130194431-(2,4-Dichlorophenoxy)-3,3-dimethyl-4-fluoro-2-butanoneAusbeute 88 %

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 180AcetoneLösungsmittel2×

Versuchsvorschrift

A solution of 197 g (1 mol) of 1-bromo-3,3-dimethyl-4-fluoro-2-butanone in 100 ml of acetone was added dropwise, at the boiling point, to 140 g (1 mol) of potassium carbonate and 163 g (1 mol) of 2,4-dichlorophenol in 1,000 ml of acetone. The mixture was stirred under reflux for 20 hours, cooled and filtered. The filtrate was concentrated by distilling off the acetone under a waterpump vacuum. The residue was dissolved in 500 ml of toluene, washed with 500 ml of 10% strength sodium hydroxide solution and with two 250 ml portions of water, dried over sodium sulphate and concentrated by distilling off the toluene under a waterpump vacuum. 244.6 g (88% of theory) of 1-(2,4-dichlorophenoxy)-3,3-dimethyl-4-fluoro-2-butanone were obtained as a highly viscous oil which could be further reacted in crude form.

Aufarbeitung

  1. temperatureunder reflux for 20 hours
  2. temperaturecooled
  3. filtrationfiltered
  4. concentrationThe filtrate was concentrated
  5. distillationby distilling off the acetone under a waterpump vacuum
  6. dissolutionThe residue was dissolved in 500 ml of toluene
  7. washwashed with 500 ml of 10% strength sodium hydroxide solution and with two 250 ml portions of water
  8. dry with materialdried over sodium sulphate
  9. concentrationconcentrated
  10. distillationby distilling off the toluene under a waterpump vacuum

Quellen und Nachweise

ORD-Eintrag
ord-863e67b5e218485582c81e7b30d607c0
Quelldatensatz
uspto-grants-1983_12
DOI
10.6084/m9.figshare.5104873.v1
Patentnummer
US04419361

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