Reaktion #1435745

Reaktionsgleichung

Dimethyl-piperidin-4-yl-amine dihydrochloride

4-fluoro-nitrobenzene

HCl

→

desired product

Dimethyl-[1-(4-nitro-phenyl)-piperidin-4-yl]-amine

Lösungsmittel

methanol

Reaktionsbedingungen

Aufarbeitung

1. 1
   Extraktionextracted with diethyl ether (2×10 mL)
2. 2
   workup.ADDITIONThe aqueous layer was treated with saturated sodium carbonate to pH=10
3. 3
   Extraktionextracted with methylene chloride (2×20 mL)
4. 4
   TrocknenThe organic layer was dried with sodium sulfate
5. 5
   Sonstigethe solvent was removed

Vorschrift

Dimethyl-piperidin-4-yl-amine dihydrochloride (Aldrich, 2.0 g, 9.95 mmol) and 4-fluoro-nitrobenzene (Aldrich, 2.5 g, 17.7 mmol) were added to methanol (30 mL). The mixture was heated to 90° C. and stirred for 3.5 hours. The mixture was treated with 1 N HCl to pH=1 and then extracted with diethyl ether (2×10 mL). The aqueous layer was treated with saturated sodium carbonate to pH=10 and then extracted with methylene chloride (2×20 mL). The organic layer was dried with sodium sulfate and the solvent was removed to give the desired product. 1.25 g, 50%. MS (m+H)+: 250.

Quelle