Hydrochloric Acid → Ethyl 2-(2,3,4-trifluoroanilino)propionate

HRID 8435

Reaktionsgleichung

Reaktionsgleichung von HRID 8435
[F:1][C:2]1[C:7]([F:8])=[C:6]([F:9])[CH:5]=[CH:4][C:3]=1[N+:10]([O-])=O.[C:13]([O:18][CH2:19][CH3:20])(=[O:17])[C:14]([CH3:16])=O.Cl>C(O)C.[Pd]>[F:1][C:2]1[C:7]([F:8])=[C:6]([F:9])[CH:5]=[CH:4][C:3]=1[NH:10][CH:14]([CH3:16])[C:13]([O:18][CH2:19][CH3:20])=[O:17]

Komponenten

6

Edukt 3

HCID 313Hydrochloric AcidHCID 12041Ethyl pyruvateHCID 698711,2,3-Trifluoro-4-nitrobenzene

Produkt 1

HCID 22015871Ethyl 2-(2,3,4-trifluoroanilino)propionateAusbeute 97,9 %

Reagenzien, Katalysatoren, Lösungsmittel 2

HCID 23938PalladiumKatalysatorHCID 702EthanolLösungsmittel

Reaktionsbedingungen

Temperatur
40 °C

Versuchsvorschrift

2,3,4-Trifluoronitrobenzene (1.01 g) and ethyl pyruvate (1.15 g) were dissolved in ethanol (8 ml). After adding 5% Pd—C (0.11 g) and conc. hydrochloric acid (0.03 g), the mixture was stirred at 40° C. under a hydrogen gas pressure of 2.94 MPa for 3 hours. After filtering off Pd—C, the obtained filtrate was concentrated under reduced pressure. Thus the title compound (1.38 g) was obtained as slightly yellow oily substance. Various spectral data of this product was identical with those obtained in Example 7.

Aufarbeitung

  1. filtrationAfter filtering off Pd—C
  2. concentrationthe obtained filtrate was concentrated under reduced pressure

Quellen und Nachweise

ORD-Eintrag
ord-70f6d86b6a29466c9e871d6a54e57035
Quelldatensatz
uspto-grants-2006_08
Patentnummer
US07087778B2

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