Sodium Hydroxide → (5-Benzyloxybiphenyl-3-yl)acetic acid

Participants

Reaction Steps

NaOH solution (1 ml, 1M aq) was added to a solution of (5-benzyloxy-biphenyl-3-yl)acetic acid ethyl ester (0.12 g, 0.35 mmol) in EtOH (2 ml) and the mixture was stirred at room temperature for 12 h. The reaction mixture was diluted with HCl solution (2M aq) and extracted with EtOAc (×3). The combined organic extracts were washed with water, brine, dried (MgSO4), filtered and concentrated under reduced pressure to give (5-benzyloxybiphenyl-3-yl)acetic acid (0.12 g, 0.31 mmol) as colourless solid in 90% yield. 1H NMR (CDCl3) δ 7.57-7.56 (m, 2H), 7.48-7.30 (m, 8H), 7.15-7.10 (m, 2H), 6.94-6.90 (m, 1H), 5.11 (s, 2H), 3.69 (s, 2H); LCMS method (A), RT=4.2 min.

Provenance & Evidence