Ethyl 2-(3-fluoro-4-nitrophenyl)propanoate → Ethyl 2-(4-amino-3-fluorophenyl)propanoate

HRID 1842989Notizen

Reaktionsgleichung

Reaktionsgleichung von HRID 1842989
[F:1][C:2]1[CH:3]=[C:4]([CH:11]([CH3:17])[C:12]([O:14][CH2:15][CH3:16])=[O:13])[CH:5]=[CH:6][C:7]=1[N+:8]([O-])=O>CCO.[Pd]>[NH2:8][C:7]1[CH:6]=[CH:5][C:4]([CH:11]([CH3:17])[C:12]([O:14][CH2:15][CH3:16])=[O:13])=[CH:3][C:2]=1[F:1]

Komponenten

4

Edukt 1

HCID 12879863Ethyl 2-(3-fluoro-4-nitrophenyl)propanoate

Produkt 1

HCID 20364696Ethyl 2-(4-amino-3-fluorophenyl)propanoateAusbeute 88,1 %

Reagenzien, Katalysatoren, Lösungsmittel 2

HCID 23938PalladiumKatalysatorHCID 702EthanolLösungsmittel

Versuchsvorschrift

A suspension of ethyl 2-(3-fluoro-4-nitrophenyl)propanoate (8.3 g, 34.41 mmol) and Pd/C (10% Pd) in EtOH (170 mL) was hydrogenated for 1 h under a hydrogen atmosphere (2.5 bar, 22° C.). The suspension was removed by filtration, concentrated under vacuum and purified by column chromatography (SiO2, ethyl acetate/hexane 1:5) to obtain ethyl 2-(4-amino-3-fluorophenyl)propanoate (6.4 g, 77%).

Aufarbeitung

  1. custom(2.5 bar, 22° C.)
  2. customThe suspension was removed by filtration
  3. concentrationconcentrated under vacuum
  4. custompurified by column chromatography (SiO2, ethyl acetate/hexane 1:5)

Quellen und Nachweise

ORD-Eintrag
ord-96858443ecac40b7801ca285f9207708
Quelldatensatz
uspto-grants-2015_02
Patentnummer
US08946204B2

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