Dimethylformamide → HCID 66711380, compound

Participants

Reaction Conditions

Reaction Steps

4-Piperidin-3-yl-morpholine (1.70 g, 9.98 mmol), 4-Fluoronitrobenzene (1.3 g, 9.1 mmol) and Potassium carbonate (3.14 g, 22.7 mmol) were dissolved in N,N-Dimethylformamide (60 mL, 800 mmol). The reaction mixture was then heated at 100° C. and was allowed to stir overnight. The reaction mixture was poured over saturated ammonium chloride and organics were extracted with dichloromethane/ethyl acetate. Combined extracts were then dried over sodium sulfate, filtered and reduced. The crude reaction mixture was then purified by Isco flash column chromatography (hexanes/ethyl acetate eluent). Combined fractions were reduced and dried under vacuum to afford 4-[1-(4-Nitro-phenyl)-piperidin-3-yl]-morpholine. (M+H)=292.6. 1H NMR (400 MHz, DMSO, d6) δ 8.02 (d, 2H, J=9.45 Hz), 6.99 (d, 2H, J=9.48 Hz), 4.08 (m, 1H), 3.98 (m, 1H), 3.56 (t, 4H, J=4.56 Hz), 2.96 (m, 2H), 2.62 (m, 2H), 2.52 (m, 2H), 2.31 (m, 1H), 1.93 (m, 1H), 1.80 (m, 1H), 1.50 (m, 2H).

Provenance & Evidence