Furfurylamine → HCID 68276609, Verbindung

HRID 1400311Notizen

Reaktionsgleichung

Reaktionsgleichung von HRID 1400311
[O:1]1[CH:5]=[CH:4][CH:3]=[C:2]1[CH2:6][NH2:7].[Br:8][C:9]([F:16])([F:15])[C:10](OCC)=[O:11].C([O-])([O-])=O.[K+].[K+]>CN(C=O)C.O>[Br:8][C:9]([F:16])([F:15])[C:10]([NH:7][CH2:6][C:2]1[O:1][CH:5]=[CH:4][CH:3]=1)=[O:11]

Komponenten

6

Edukt 3

HCID 3438FurfurylamineHCID 11430Potassium CarbonateHCID 69585Ethyl bromodifluoroacetate

Produkt 1

HCID 68276609HCID 68276609, VerbindungAusbeute 88 %

Reagenzien, Katalysatoren, Lösungsmittel 2

HCID 962WaterLösungsmittelHCID 6228DimethylformamideLösungsmittel

Versuchsvorschrift

To a solution of 1-(furan-2-yl)methanamine (1 g, 10.3 mmol) in 15 mL of dry DMF, ethyl bromo(difluoro)acetate (2.3 g, 11.3 mmol) and K2CO3 (2.13 g, 15.4 mmol) were added. The solution was stirred for 18 h at room temperature. The mixture was diluted with 30 mL of water and extracted with 2×20 mL of ethyl acetate. The organic layer was dried over anhydrous sodium sulfate, filtered, and concentrated in vacuo to afford 2-bromo-2,2-difluoro-N-(furan-2-ylmethyl)acetamide as red oil (2.3 g, 88% yield). HPLC-MS (ESI+): m/z 255.03 [M+H+].

Aufarbeitung

  1. extractionextracted with 2×20 mL of ethyl acetate
  2. dry with materialThe organic layer was dried over anhydrous sodium sulfate
  3. filtrationfiltered
  4. concentrationconcentrated in vacuo

Quellen und Nachweise

ORD-Eintrag
ord-2b8fcca4d09445f9832331aa8164cfe5
Quelldatensatz
uspto-grants-2014_12
Patentnummer
US08906946B2

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