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2,2,2-Trifluoro-1-(2-fluoro-4-iodopyridin-3-yl)ethanol → 2,2,2-Trifluoro-1-(2-fluoro-4-iodopyridin-3-yl)ethanone

HRID 384091
Notizen
Druckvorschau

Reaktionsgleichung

Reaktionsgleichung von HRID 384091
[F:1][C:2]([F:14])([F:13])[CH:3]([C:5]1[C:6]([F:12])=[N:7][CH:8]=[CH:9][C:10]=1[I:11])[OH:4]>C1(C)C=CC=CC=1.[O-2].[Mn+4].[O-2]>[F:14][C:2]([F:1])([F:13])[C:3]([C:5]1[C:6]([F:12])=[N:7][CH:8]=[CH:9][C:10]=1[I:11])=[O:4]
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Komponenten

4

Edukt 1

HCID 579697722,2,2-Trifluoro-1-(2-fluoro-4-iodopyridin-3-yl)ethanol

Produkt 1

HCID 579695632,2,2-Trifluoro-1-(2-fluoro-4-iodopyridin-3-yl)ethanoneAusbeute 89,4 %

Reagenzien, Katalysatoren, Lösungsmittel 2

HCID 178418406HCID 178418406, VerbindungKatalysatorHCID 1140TolueneLösungsmittel

Versuchsvorschrift

2,2,2-trifluoro-1-(2-fluoro-4-iodo-3-pyridyl)ethanol (45 g, 140.2 mmol) was dissolved in anhydrous toluene (1 L). Manganese (IV) oxide (143.4 g, 1.402 mol) was added portionwise with rapid stirring. The mixture was heated to reflux for 3 hours and then allowed to cool and filtered through a plug of celite. The solid residues were washed with EtOAc and the filtrate was concentrated to a deep red oil which was slurried in petrol and then filtered to give a white solid impurity. The filtrate was concentrated to give the product as a red oil (40 g, 89% Yield).

Aufarbeitung

  1. temperatureThe mixture was heated
  2. temperatureto reflux for 3 hours
  3. temperatureto cool
  4. filtrationfiltered through a plug of celite
  5. washThe solid residues were washed with EtOAc
  6. concentrationthe filtrate was concentrated to a deep red oil which
  7. filtrationfiltered
  8. customto give a white solid impurity
  9. concentrationThe filtrate was concentrated

Quellen und Nachweise

ORD-Eintrag
ord-a22f0e484bec49a4847ffc3c8bddce2b
Quelldatensatz
uspto-grants-2013_02
DOI
10.6084/m9.figshare.5104873.v1
Patentnummer
US08367697B2

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