Lithium Hydroxide → HCID 89581384, compound

Participants

Reaction Steps

To a solution of methyl 6-(1-phenoxyethyl)nicotinate (400 mg, 1.55 mmol) in tetrahydrofuran (12 mL), methanol (4 mL) and water (4 mL) was added lithium hydroxide (377 mg, 15.7 mmol). The resultant reaction mixture was stirred at room temperature for 2 hours. The solution was concentrated under reduced pressure and was treated with aqueous 1N hydrochloric acid (5 mL). Then the mixture was concentrated and the residue was purified by prep-thin layer chromatography to give 6-(1-phenoxyethyl)nicotinic acid (350 mg, 92.5%) as a white solid. LRMS (M+H+) m/z: calcd 244.09. found 244 1H NMR (300 MHz, DMSO) δ 9.08 (d, J=2.1 Hz, 1H), 8.32 (dd, J=8.1 Hz, J2=2.1 Hz, 1H), 7.60 (d, J=8.1 Hz, 1H), 7.19 (m, 2H), 6.87 (m, 3H), 5.49 (s, 1H), 1.66 (d, J=6.6 Hz, 3H).

Provenance & Evidence