Malonic Acid → 3-Amino-3-(4-fluorophenyl)propanoic acid

HRID 846199Notizen

Reaktionsgleichung

Reaktionsgleichung von HRID 846199
[F:1][C:2]1[CH:9]=[CH:8][C:5]([CH:6]=O)=[CH:4][CH:3]=1.[C:10]([OH:16])(=[O:15])[CH2:11]C(O)=O.C([O-])(=O)C.[NH4+:21]>C(O)C>[NH2:21][CH:6]([C:5]1[CH:8]=[CH:9][C:2]([F:1])=[CH:3][CH:4]=1)[CH2:11][C:10]([OH:16])=[O:15]

Komponenten

5

Edukt 3

HCID 867Malonic AcidHCID 680234-FluorobenzaldehydeHCID 517165Ammonium Acetate

Produkt 1

HCID 5798853-Amino-3-(4-fluorophenyl)propanoic acidAusbeute 23,6 %

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 702EthanolLösungsmittel

Versuchsvorschrift

A solution of 24.8 g (0.2 mol) of 4-fluorobenzaldehyde, 20.8 g (0.2 mol) of malonic acid, 30.8 g (0.4 mol) of ammonium acetate and 550 ml of ethanol was refluxed for approximately seven hours. The mixture was cooled and the precipitated solid was collected by vacuum filtration. The solid was recrystallized from 500 ml of water to provide 8.66 g of 3-amino-3-(4-fluorophenyl)propionic acid. mp=225° C. dec.

Aufarbeitung

  1. temperatureThe mixture was cooled
  2. filtrationthe precipitated solid was collected by vacuum filtration
  3. customThe solid was recrystallized from 500 ml of water

Quellen und Nachweise

ORD-Eintrag
ord-a69e73985bce4a68ba141535975245a6
Quelldatensatz
uspto-grants-1992_08
Patentnummer
US05135947

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