Water → 1-(5-Chloro-2-nitrophenyl)piperidine

HRID 646842

Reaktionsgleichung

Reaktionsgleichung von HRID 646842
[Cl:1][C:2]1[CH:7]=[CH:6][C:5]([N+:8]([O-:10])=[O:9])=[C:4](F)[CH:3]=1.[NH:12]1[CH2:17][CH2:16][CH2:15][CH2:14][CH2:13]1.O>CCO>[Cl:1][C:2]1[CH:7]=[CH:6][C:5]([N+:8]([O-:10])=[O:9])=[C:4]([N:12]2[CH2:17][CH2:16][CH2:15][CH2:14][CH2:13]2)[CH:3]=1

Komponenten

5

Edukt 3

HCID 962WaterHCID 8082PiperidineHCID 696914-Chloro-2-fluoro-1-nitrobenzene

Produkt 1

HCID 30960791-(5-Chloro-2-nitrophenyl)piperidineAusbeute 97 %

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 702EthanolLösungsmittel

Reaktionsbedingungen

Temperatur
0 °C

Versuchsvorschrift

To a cooled (0° C.) solution of 1.75 g (10.0 mmol) of 4-chloro-2-fluoronitrobenzene in 15 mL of EtOH was added 2.97 mL (30.0 mmol) of piperidine dropwise over 5 min. The solution stirred at 0° C. for 10 min and then at 23° C. for 30 min. The mixture was poured into water (225 mL) and extracted with EtOAc (2×30 mL). The combined extracts were washed with saturated aq NaHCO3 and brine (30 mL each) and then dried (Na2SO4) Concentration afforded 2.33 g (97%) of the title compound as an orange oil which crystallized on standing: Mass spectrum (ESI, m/z): Calcd. for C11H13ClN2O2, 241.1 (M+H), found 241.1.

Aufarbeitung

  1. waitat 23° C. for 30 min
  2. extractionextracted with EtOAc (2×30 mL)
  3. washThe combined extracts were washed with saturated aq NaHCO3 and brine (30 mL each)
  4. customdried
  5. concentration(Na2SO4) Concentration

Quellen und Nachweise

ORD-Eintrag
ord-4cc3c7226020486eba7a20924db3452c
Quelldatensatz
uspto-grants-2010_04
Patentnummer
US07705042B2

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