Malonic Acid → 3-Amino-3-(quinolin-3-yl)propanoic acid

HRID 379219Notizen

Reaktionsgleichung

Reaktionsgleichung von HRID 379219
[N:1]1[C:10]2[C:5](=[CH:6][CH:7]=[CH:8][CH:9]=2)[CH:4]=[C:3]([CH:11]=O)[CH:2]=1.[C:13]([OH:19])(=[O:18])[CH2:14]C(O)=O.C([O-])(=O)C.[NH4+:24]>C(O)C>[NH2:24][CH:11]([C:3]1[CH:2]=[N:1][C:10]2[C:5]([CH:4]=1)=[CH:6][CH:7]=[CH:8][CH:9]=2)[CH2:14][C:13]([OH:19])=[O:18]

Komponenten

5

Edukt 3

HCID 867Malonic AcidHCID 836413-QuinolinecarboxaldehydeHCID 517165Ammonium Acetate

Produkt 1

HCID 99425843-Amino-3-(quinolin-3-yl)propanoic acidAusbeute 56 %

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 702EthanolLösungsmittel

Versuchsvorschrift

A solution containing quinoline-3-carboxaldehyde 5-1 (5 g, 31.8 mmol), malonic acid (3.6 g, 35.0 mmol), and ammonium acetate (5.0 g, 63.6 mmol) in anhydrous ethanol (125 mL) was heated at reflux for 12 h. After cooling to room temperature, the resulting white solid was collected by filtration and washed with cold ethanol (150 mL) and then dried under vacuum to provide 5-2 as a white solid (3.84 g, 17.8 mmol, 56%).

Aufarbeitung

  1. temperaturewas heated
  2. temperatureat reflux for 12 h
  3. filtrationthe resulting white solid was collected by filtration
  4. washwashed with cold ethanol (150 mL)
  5. customdried under vacuum

Quellen und Nachweise

ORD-Eintrag
ord-44c8ac3e14cc4a408d8bbf17cbf852b8
Quelldatensatz
uspto-grants-2001_10
Patentnummer
US06297249B1

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