Hydrochloric Acid → HCID 124019698, compound

Participants

Reaction Steps

To a solution of 2-(3,4-bis(3-methoxyphenethoxy)phenyl)-4,4,5,5-tetramethyl-1,3,2-dioxaborolane (40 mg, 0.079 mmol) in Acetone (5 mL)/Water (2.500 mL) was added sodium periodate (50.9 mg, 0.238 mmol) and ammonium acetate (18.34 mg, 0.238 mmol) and the resulting mixture was stirred at room temp for 16 h. Then, 1N HCl (1 mL) was added and the mixture was stirred for 1 h. The mixture was diluted with EtOAc (10 mL) and washed with brine (5 mL), dried (Na2SO4), filtered and concentrated to afford (3,4-bis(3-methoxyphenethoxy)phenyl)boronic acid (29 mg, 0.069 mmol, 87% yield) as white solid. 1H NMR (400 MHz, CDCl3)) δ 7.82 (dd, J=8.0, 1.3 Hz, 1H), 7.69 (d, J=1.3 Hz, 1H), 7.28-7.22 (m, 2H), 7.02 (s, 1H), 6.96-6.90 (m, 4H), 6.85-6.77 (m, 2H), 4.31 (q, J=7.3 Hz, 4H), 3.83 (s, 3H), 3.80 (s, 3H), 3.17 (dt, J=14.0, 7.2 Hz, 4H).

Provenance & Evidence