Water → 1-Benzyl-4-(4-fluoro-2-nitrophenylamino)-piperidine

HRID 1371503Notizen

Reaktionsgleichung

Reaktionsgleichung von HRID 1371503
F[C:2]1[CH:7]=[CH:6][C:5]([F:8])=[CH:4][C:3]=1[N+:9]([O-:11])=[O:10].[CH2:12]([N:19]1[CH2:24][CH2:23][CH:22]([NH2:25])[CH2:21][CH2:20]1)[C:13]1[CH:18]=[CH:17][CH:16]=[CH:15][CH:14]=1.CN1CCCCC1=O.O>C(OCC)(=O)C>[CH2:12]([N:19]1[CH2:24][CH2:23][CH:22]([NH:25][C:2]2[CH:7]=[CH:6][C:5]([F:8])=[CH:4][C:3]=2[N+:9]([O-:11])=[O:10])[CH2:21][CH2:20]1)[C:13]1[CH:14]=[CH:15][CH:16]=[CH:17][CH:18]=1

Komponenten

6

Edukt 4

HCID 962WaterHCID 13603N-Methyl-2-piperidoneHCID 677672,5-DifluoronitrobenzeneHCID 4158521-Benzyl-4-piperidylamine

Produkt 1

HCID 212627651-Benzyl-4-(4-fluoro-2-nitrophenylamino)-piperidineAusbeute 86,9 %

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 8857Ethyl AcetateLösungsmittel

Versuchsvorschrift

21.5 g 2,5-difluoro-nitrobenzene, 52.3 g 1-benzyl-4-amino-piperidine and 100 ml N-methyl-piperidone were stirred at 100° C. for 3 h. After cooling the mixture was treated distributed between water and ethyl acetate and the aqeous layer was extracted 2× with ethyl acteate. The combined organic layers were extracted 5× with water, and the solvent was removed by evaporation. The target compound was crystallized from methanol to yield 38.7 g orange crystals (mp. 86–87° C.).

Aufarbeitung

  1. temperatureAfter cooling the mixture
  2. additionwas treated
  3. extractionthe aqeous layer was extracted 2× with ethyl acteate
  4. extractionThe combined organic layers were extracted 5× with water
  5. customthe solvent was removed by evaporation
  6. customThe target compound was crystallized from methanol

Quellen und Nachweise

ORD-Eintrag
ord-8dbf4e731685405d87021e7dd2486338
Quelldatensatz
uspto-grants-2007_01
Patentnummer
US07157471B2

Notizen zur Reaktion

Wird geladen…