Hydrochloric Acid → HCID 50923084, compound

Participants

Reaction Steps

To a solution of (4-ethyl-1,6-dihydroxy-1,3-dihydro-benzo[c][1,2]oxaborol-3-yl)-acetic acid ethyl ester (0.19 g, 0.70 mmol) in THF (8 mL) and H2O (2 mL) was added LiOH (0.178 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 in vacuo and the residue purified by preparative HPLC to give (4-ethyl-1,6-dihydroxy-1,3-dihydro-benzo[c][1,2]oxaborol-3-yl)-acetic acid (0.080 g, 50%). 1H NMR (400 MHz, DMSO-d6δ 9.26 (s, 1H), 6.87 (s, 1H), 6.69 (s, 1H), 5.40 (m, 1H), 2.92 (m, 1H), 2.55 (m, 2H), 2.00 (m, 1H), 1.16 (m, 3H). MS (ESI) m/z: 235 [M−1]−. HPLC purity: 92.64% (220 nm), 95.63% (Maxplot).

Provenance & Evidence