Tetrahydrofuran → HCID 58409934, compound

Participants

Reaction Conditions

Reaction Steps

A solution of 4-phenyl-2-(pyrrolidin-1-yl)-9H-fluorene-1-carbonitrile (336 mg) in THF was added sodium hydride (25 mg) and was stirred at 0-5° C. 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. Light red solid; mp 166-168° C.; ESIMS 351 (M++1); IR (KBr) 2215 (CN), 1717 cm−1 (CO); 1H NMR (300 Hz, CDCl3) δ 1.97-2.10 (m, 4H, CH2), 3.67-3.73 (m, 4H, 2CH2), 6.43-6.48 (m, 1H, ArH), 6.59 (s, 1H, ArH), 7.04-7.12 (m, 2H, ArH), 7.40-7.47 (m, 2H, ArH), 7.48-7.54 (m, 3H, ArH), 7.55-7.59 (m, 1H, ArH); 13C NMR (75.53 MHz, CDCl3): δ 24.50, 49.37, 88.60, 115.58, 11927, 120.14, 123.11, 126.0, 127.12, 127.33, 127.49, 129.34, 132.13, 133.40, 136.26, 137.69, 141.23, 142.34, 149.32, 189.94.

Provenance & Evidence