Hydrochloric Acid → HCID 58292668, compound

Participants

Reaction Steps

To a solution of 3-(1-hydroxy-6-methoxy-4-methyl-1,3-dihydro-benzo[c][1,2]oxaborol-3-yl)-propionic acid methyl ester (0.160 g, 0.60 mmol) in THF (4 mL) and H2O (2 mL) was added LiOH (0.116 g) at 0° C. The resulting mixture was stirred at room temperature for 2 hours then cooled to 0° C. and acidified to pH 3 with 6N HCl. The mixture was concentrated to approximately half its volume and the precipitated solid was filtered, washed with water and dried to give 3-(1-hydroxy-6-methoxy-4-methyl-1,3-dihydro-benzo[c][1,2]oxaborol-3-yl)-propionic acid (0.140 g, 93%). 1H NMR (400 MHz, DMSO-d6) δ 9.06 (s, 1H), 7.02 (d, J=2 Hz, 1H), 6.81 (s, 1H), 5.12 (m, 1H), 3.72 (s, 3H), 2.30-2.20 (m, 5H), 2.10 (m, 1H), 1.50 (m, 1H). MS (ES) m/z: 249 (M−1)−. HPLC purity: 97.16% (220 nm), 96.94% (Maxplot).

Provenance & Evidence