Réaction #61164

Équation de réaction

4-chloro-2-fluoronitrobenzene

piperidine

water

→

title compound

Rendement 97.0%

1-(5-Chloro-2-nitro-phenyl)-piperidine

Rendement 97.0%

Solvants

EtOH

Conditions de réaction

Traitement

1. 1
   workup.WAITat 23° C. for 30 min
2. 2
   Extractionextracted with EtOAc (2×30 mL)
3. 3
   LavageThe combined extracts were washed with saturated aq NaHCO3 and brine (30 mL each)
4. 4
   Séchagedried (Na2SO4)
5. 5
   ConcentrationConcentration

Mode opératoire

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.

Source