Allyl bromide → 4-[2,2,2-Trifluoro-1-(2-propenyloxy)ethyl]pyridine-2-carbonitrile

HRID 1880766Notizen

Reaktionsgleichung

Reaktionsgleichung von HRID 1880766
[F:1][C:2]([F:14])([F:13])[CH:3]([C:5]1[CH:10]=[CH:9][N:8]=[C:7]([C:11]#[N:12])[CH:6]=1)[OH:4].C(=O)([O-])[O-].[K+].[K+].Br[CH2:22][CH:23]=[CH2:24].[Cl-].[NH4+]>CN(C)C=O>[F:14][C:2]([F:1])([F:13])[CH:3]([C:5]1[CH:10]=[CH:9][N:8]=[C:7]([C:11]#[N:12])[CH:6]=1)[O:4][CH2:24][CH:23]=[CH2:22]

Komponenten

6

Edukt 4

HCID 7841Allyl bromideHCID 11430Potassium CarbonateHCID 25517Ammonium ChlorideHCID 595703134-(2,2,2-Trifluoro-1-hydroxyethyl)pyridine-2-carbonitrile

Produkt 1

HCID 595703774-[2,2,2-Trifluoro-1-(2-propenyloxy)ethyl]pyridine-2-carbonitrileAusbeute 28,4 %

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 6228DimethylformamideLösungsmittel

Versuchsvorschrift

To 5 ml of dimethylformamide were added 0.5 g of 4-(2,2,2-trifluoro-1-hydroxyethyl)pyridine-2-carbonitrile, 0.45 g of potassium carbonate and 0.39 g of 3-bromo-1-propene, and the mixture was stirred at room temperature for 20 hours. Thereafter, an aqueous saturated ammonium chloride solution was added to the reaction solution, the resultant solution was extracted with ethyl acetate, and the organic layers were combined, dried with anhydrous magnesium sulfate, and concentrated. The residue was subjected to silica gel column chromatography to obtain 0.17 g of 4-[2,2,2-trifluoro-1-(2-propenyloxy)ethyl]pyridine-2-carbonitrile.

Aufarbeitung

  1. extractionthe resultant solution was extracted with ethyl acetate
  2. dry with materialdried with anhydrous magnesium sulfate
  3. concentrationconcentrated

Quellen und Nachweise

ORD-Eintrag
ord-40f2f834b7c9493993c9bc08e8bf5b89
Quelldatensatz
uspto-grants-2012_11
Patentnummer
US08318776B2

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