Lithium Hydroxide → HCID 18931447, compound

Participants

Reaction Steps

To a solution of 0.033 g (0.08 mmol) of ethyl (E)-4-(2-(4,4-dimethyl-1,2,3,4-tetrahydro-N-(4-methylphenyl)quinolin-7-yl)ethenyl)benzoate (Compound 13) in 4.0 mL of tetrahydrofuran and 1.0 mL of methanol was added 1.0 mL (0.6 mmol) of 0.6M aqueous LiOH. The resulting solution was stirred at room temperature for 48 hours. The mixture was concentrated in vacuo, water was added, and the mixture was extracted with ethyl acetate (2x). The combined organic layers were washed with brine, dried (MgSO4), filtered, and concentrated in vacuo, followed by recrystallization in acetonitrile to give the title compound as a solid. PNMR (300 MHz, DMSO) d 1.30 (6 H, s), 1.77 (2 H, t, J=6.0 Hz), 2.30 (3 H, s), 3.54 (2 H, t, J=6.0 Hz), 6.69 (1 H, s), 6.95-7.28 (8 H, m), 7.46 (2 H, d, J=8.4 Hz), 7.96 (2 H, d, J=8.4 Hz).

Provenance & Evidence