Hydrochloric Acid → HCID 58292790, compound

Participants

Reaction Steps

To a solution of ethyl 2-(1-hydroxy-4,6-dimethoxy-1,3-dihydrobenzo[c][1,2]oxaborol-3-yl)acetate (0.28 g, 1.0 mmol) in methanol (5 mL) was added dropwise an aqueous solution of lithium hydroxide (2N, 2.5 mL) at 0° C. The reaction mixture was stirred at room temperature for 3 hr and acidified to pH=2 with diluted hydrochloride acid. The resulting mixture was extracted with ethyl acetate (2×20 mL), the combined organic layers were dried over anhydrous Na2SO4 and concentrated in vacuo. The residue was purified by column chromatography on silica gel to give the title compound as a white solid (0.23 g, Yield: 92%). 1H NMR (400 Hz, CDCl3) δ 12.27 (s, 1H), 9.18 (s, 1H), 6.80-6.81 (d, J=2.0 Hz, 1H), 6.63-6.64 (d, J=4.0 Hz, 1H), 5.35-5.38 (m, 1H), 3.81 (s, 3H), 3.78 (s, 3H), 3.07-3.11 (m, 1H), 2.04-2.10 (m, 1H); MS (ESI) m/z=253 [M+H]+.

Provenance & Evidence