Tetrahydrofuran → HCID 58409947, compound

Participants

Reaction Steps

A solution of 1-(4-fluorophenyl)-3-(piperidin-1-yl)-9H-fluorene-4-carbonitrile (368 mg) in THF was added sodium hydride (38 mg) and was stirred at room temperature for less than five minutes. After completion, the reaction solvent was evaporated under vacuum and the crude solid obtained was quenched with ice water and subsequently neutralized by dilute HCl. The precipitate thus obtained was filtered and purified on a silica gel column using ethyl acetate-hexane as eluent. Yellow solid; yield 91%; mp 180-182° C.; ESMS 383 (M++1); IR (KBr) 1707 cm−1 (CO), 2219 (CN); 1H NMR (300 MHz, CDCl3) δ 1.69-1.75 (m, 2H, CH2), 1.80-1.89 (m, 4H, 2CH2), 3.39-3.44 (m, 4H, 2CH2), 6.63 (s, 1H, ArH), 7.16 (t, J=8.6 Hz, 2H, ArH), 7.41 (t, J=7.6 Hz, 1H, ArH), 7.46-7.53 (m, 2H, ArH), 7.56-7.65 (m, 2H, ArH), 8.37 (d, J=7.6 Hz, 1H, ArH).

Provenance & Evidence