2-Fluoro-4-chloro-5-cyclopentyloxynitrobenzene → 4-Chloro-5-(cyclopentyloxy)-2-fluorobenzenamine

HRID 21475

Reaktionsgleichung

Reaktionsgleichung von HRID 21475
[F:1][C:2]1[CH:7]=[C:6]([Cl:8])[C:5]([O:9][CH:10]2[CH2:14][CH2:13][CH2:12][CH2:11]2)=[CH:4][C:3]=1[N+:15]([O-])=O>C1(C)C=CC=CC=1.[C].[Pd]>[F:1][C:2]1[CH:7]=[C:6]([Cl:8])[C:5]([O:9][CH:10]2[CH2:14][CH2:13][CH2:12][CH2:11]2)=[CH:4][C:3]=1[NH2:15]

Komponenten

4

Edukt 1

HCID 193744702-Fluoro-4-chloro-5-cyclopentyloxynitrobenzene

Produkt 1

HCID 152793894-Chloro-5-(cyclopentyloxy)-2-fluorobenzenamine

Reagenzien, Katalysatoren, Lösungsmittel 2

HCID 178418390HCID 178418390, VerbindungKatalysatorHCID 1140TolueneLösungsmittel

Versuchsvorschrift

The resulting 2-fluoro-4-chloro-5-cyclopentyloxynitrobenzene (13.0 g, 50.1 mmol) was dissolved in toluene (100 ml), a catalytic amount of 10% palladium-carbon (0.5 g) was added thereto, and the mixture was reacted at room temperature to 70° C. under a hydrogen pressure of 3 to 5 atms. in a glass autoclave. After absorption of hydrogen gas ceased, the catalyst was removed by filtration, and the solvent was distilled off under reduced pressure from the filtrate to obtain substantially quantitatively oily 2-fluoro-4-chloro-5-cyclopentyloxyaniline. The spectral data and the like are as described in Reference Example 1.

Aufarbeitung

  1. customthe mixture was reacted at room temperature to 70° C. under a hydrogen pressure of 3 to 5 atms
  2. customAfter absorption of hydrogen gas
  3. customthe catalyst was removed by filtration
  4. distillationthe solvent was distilled off under reduced pressure from the filtrate

Quellen und Nachweise

ORD-Eintrag
ord-67f78207c5b64f1ab0a8cb7a7aad0bee
Quelldatensatz
uspto-grants-1995_06
Patentnummer
US05424277

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