Diethylamine → 5-Diethylamino-Furan-2-Carbaldehyde

HRID 1018406

Reaktionsgleichung

Reaktionsgleichung von HRID 1018406
Br[C:2]1[O:6][C:5]([CH:7]=[O:8])=[CH:4][CH:3]=1.[CH2:9]([NH:11][CH2:12][CH3:13])[CH3:10]>CS(C)=O.CCCCCCCC[N+](CCCCCCCC)(CCCCCCCC)C.[Cl-]>[CH2:9]([N:11]([CH2:12][CH3:13])[C:2]1[O:6][C:5]([CH:7]=[O:8])=[CH:4][CH:3]=1)[CH3:10]

Komponenten

5

Edukt 2

HCID 8021DiethylamineHCID 6003285-Bromofuran-2-carbaldehyde

Produkt 1

HCID 7686385-Diethylamino-Furan-2-CarbaldehydeAusbeute 85 %

Reagenzien, Katalysatoren, Lösungsmittel 2

HCID 21218Trioctylmethylammonium chlorideKatalysatorHCID 679Dimethyl SulfoxideLösungsmittel

Versuchsvorschrift

5-Bromofuraldehyde was dissolved in dimethylsulfoxide (DMSO) and 1-2 drops of Aliquart 336 (tricaprylylmethylammonium chloride, produced by Aldrich Co.) was added to the solution. 10 Equivalents diethylamine was added to the mixture and refluxed for 4 days. The remaining diethylamine was removed from the reaction mixture and subjected to extraction and column chromatography to obtain 5-diethylamino-2-furaldehyde with a yield of 85%.

Aufarbeitung

  1. temperaturerefluxed for 4 days
  2. customThe remaining diethylamine was removed from the reaction mixture
  3. extractionsubjected to extraction and column chromatography

Quellen und Nachweise

ORD-Eintrag
ord-abe686e4d26d4970b2b8826f02866b32
Quelldatensatz
uspto-grants-2002_11
Patentnummer
US06482494B2

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