1,3-Butanedione, 1-(2-furanyl)- → 3-Amino-1-(2-furanyl)-2-buten-1-one

HRID 1285365

Reaktionsgleichung

Reaktionsgleichung von HRID 1285365
[O:1]1[CH:5]=[CH:4][CH:3]=[C:2]1[C:6](=[O:11])[CH2:7][C:8](=O)[CH3:9].C([O-])(=O)C.[NH4+:16]>C1(C)C=CC=CC=1>[NH2:16][C:8]([CH3:9])=[CH:7][C:6]([C:2]1[O:1][CH:5]=[CH:4][CH:3]=1)=[O:11]

Komponenten

4

Edukt 2

HCID 121681,3-Butanedione, 1-(2-furanyl)-HCID 517165Ammonium Acetate

Produkt 1

HCID 704481453-Amino-1-(2-furanyl)-2-buten-1-oneAusbeute 48,9 %

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 1140TolueneLösungsmittel

Versuchsvorschrift

The intermediate 3-amino-1-(2-furanyl)-2-buten-1-one was prepared as follows: A mixture containing 165 g of 1-(2-furanyl)-1,3-butanedione, 700 ml of toluene and 200 g of ammonium acetate was azeotroped for six hours, cooled and concentrated to dryness in vacuo. The residue was dissolved in isopropyl alcohol, the solution treated with decolorizing charcoal and filtered, and the filtrate concentrated to remove the solvent. The remaining residue was recrystallized from ether-ethanol and dried at room temperature to yield 80.2 g of 3-amino-1-(2-furanyl)-2-buten-1-one, m.p. 128°-130° C. Another 33.4 g of the product, m.p. 128°-130° C. was collected by concentrating the mother liquor and extracting the product with ether.

Aufarbeitung

  1. customThe intermediate 3-amino-1-(2-furanyl)-2-buten-1-one was prepared
  2. customwas azeotroped for six hours
  3. temperaturecooled
  4. concentrationconcentrated to dryness in vacuo
  5. dissolutionThe residue was dissolved in isopropyl alcohol
  6. additionthe solution treated with decolorizing charcoal
  7. filtrationfiltered
  8. concentrationthe filtrate concentrated
  9. customto remove the solvent
  10. customThe remaining residue was recrystallized from ether-ethanol
  11. customdried at room temperature

Quellen und Nachweise

ORD-Eintrag
ord-1209be109e7249fea50eda207f6951dc
Quelldatensatz
uspto-grants-1986_01
Patentnummer
US04567186

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