Potassium Carbonate → 5-Nitro-2-(2,2,3,3-tetrafluoro-propoxy)pyridine

HRID 450085

Reaktionsgleichung

Reaktionsgleichung von HRID 450085
[F:1][CH:2]([F:8])[C:3]([F:7])([F:6])[CH2:4]I.[N+:9]([C:12]1[CH:13]=[CH:14][C:15]([OH:18])=[N:16][CH:17]=1)([O-:11])=[O:10].C(=O)([O-])[O-].[K+].[K+]>CN(C=O)C>[N+:9]([C:12]1[CH:13]=[CH:14][C:15]([O:18][CH2:4][C:3]([F:7])([F:6])[CH:2]([F:8])[F:1])=[N:16][CH:17]=1)([O-:11])=[O:10]

Komponenten

5

Edukt 3

HCID 11430Potassium CarbonateHCID 5428611,1,2,2-Tetrafluoro-3-iodopropaneHCID 178526703HCID 178526703, Verbindung

Produkt 1

HCID 866211495-Nitro-2-(2,2,3,3-tetrafluoro-propoxy)pyridineAusbeute 77,5 %

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 6228DimethylformamideLösungsmittel

Versuchsvorschrift

1,1,2,2-Tetrafluoro-3-iodo propane (0.5 g, 2 mmol) was added to a mixture of 5-nitro-2-hydroxy pyridine (860 mg, 6.1 mmol) and potassium carbonate (1.4 g, 10 mmol) in DMF (10 ml) and the reaction heated at reflux for 6 hr. The reaction mixture was cooled to room temperature and filtered. The filtrate was diluted with ethyl acetate (50 ml), washed successively with bicarbonate solution, water, brine, and dried. Concentration to dryness yielded 5-nitro-2-(2,2,3,3-tetrafluoro-propoxy)pyridine (394 mg, 75%) as an oil.

Aufarbeitung

  1. temperaturethe reaction heated
  2. temperatureat reflux for 6 hr
  3. filtrationfiltered
  4. additionThe filtrate was diluted with ethyl acetate (50 ml)
  5. washwashed successively with bicarbonate solution, water, brine
  6. customdried
  7. concentrationConcentration to dryness

Quellen und Nachweise

ORD-Eintrag
ord-1b8f09e14d914b8a81c0bd7976f8bc58
Quelldatensatz
uspto-grants-2013_07
Patentnummer
US08486962B2

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