4-Chloro-2-fluoro-5-(pentyloxycarbonylmethyloxy)nitrobenzene → 4-Chloro-2-fluoro-5-(pentyloxycarbonylmethyloxy)aniline

HRID 704470

Reaktionsgleichung

Reaktionsgleichung von HRID 704470
[H][H].[Cl:3][C:4]1[C:9]([O:10][CH2:11][C:12]([O:14][CH2:15][CH2:16][CH2:17][CH2:18][CH3:19])=[O:13])=[CH:8][C:7]([N+:20]([O-])=O)=[C:6]([F:23])[CH:5]=1>[C].[Pd].C1(C)C=CC=CC=1>[Cl:3][C:4]1[C:9]([O:10][CH2:11][C:12]([O:14][CH2:15][CH2:16][CH2:17][CH2:18][CH3:19])=[O:13])=[CH:8][C:7]([NH2:20])=[C:6]([F:23])[CH:5]=1

Komponenten

5

Edukt 2

HCID 146178494-Chloro-2-fluoro-5-(pentyloxycarbonylmethyloxy)nitrobenzeneHCID 178418361HCID 178418361, Verbindung

Produkt 1

HCID 146178504-Chloro-2-fluoro-5-(pentyloxycarbonylmethyloxy)anilineAusbeute 62,1 %

Reagenzien, Katalysatoren, Lösungsmittel 2

HCID 178418390HCID 178418390, VerbindungKatalysatorHCID 1140TolueneLösungsmittel

Versuchsvorschrift

Hydrogen gas (1.3 liters) was introduced into a mixture of the compound (III) (6.4 g), 5% palladium-carbon (0.32 g) and toluene (64 g) at room temperature while stirring in 1 hour. After removal of the catalyst from the reaction mixture, the solvent was removed under reduced pressure, and the residue was purified by silica gel column chromatography to give 4-chloro-2-fluoro-5-(pentyloxycarbonylmethyloxy)aniline (3.6 g). Yield, 62%.

Aufarbeitung

  1. customAfter removal of the catalyst from the reaction mixture
  2. customthe solvent was removed under reduced pressure
  3. customthe residue was purified by silica gel column chromatography

Quellen und Nachweise

ORD-Eintrag
ord-40742a0820684252b4f6745369a24f59
Quelldatensatz
uspto-grants-1991_01
Patentnummer
US04987247

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