Sodium Hydroxide → HCID 58066385, compound

Participants

Reaction Conditions

Reaction Steps

A 5N aqueous solution of NaOH (3 mL, 15 mmol) was added into a solution of methyl 2-ethoxy-2′-ethylbiphenyl-4-carboxylate (2.72 g, 9.6 mmol) in EtOH (30 mL). The resulting mixture was heated at 60° C. for 1 hour. The reaction mixture was concentrated under vacuum. The residue was taken up with water (50 mL) and a 5N aqueous solution of HCl (5 mL), and then extracted twice with MTBE (100 mL+50 mL). The organic layers were washed with brine (50 mL), combined, dried (MgSO4) and concentrated under vacuum. After purification by crystallization from MTBE and heptane, the title compound was obtained as a white powder (2.04 g, 79%). HPLC (Method A) Rt 4.5 min (Purity: 100%). LC/MS (Method B): 269.1 (M−H)−. 1H NMR (DMSO-d6, 300 MHz) δ 13.00 (s, 1H), 7.58 (m, 2H), 7.30 (m, 2H), 7.22 (m, 2H), 7.06 (d, J=7.4 Hz, 1H), 4.05 (q, J=7.0 Hz, 2H), 2.45-2.32 (m, 2H), 1.17 (t, J=7.0 Hz, 3H), 0.97 (t, J=7.6 Hz, 3H).

Provenance & Evidence