Lithium Hydroxide → HCID 86707793, compound

Participants

Reaction Steps

To a stirred solution of 3-fluoro-3-{4-[5-(3,4,5-trichloro-phenyl)-5-trifluoromethyl-4,5-dihydro-isoxazol-3-yl]-phenyl}-cyclobutanecarboxylic acid ethyl ester (polar spot of Preparation 5, 1.2 g, 2.23 mmol) in EtOH:H2O (1:1, 80 mL) was added lithium hydroxide (0.469 g, 11.17 mmol) at 0° C. Resulting reaction mixture was stirred at room temperature for 16 hours. After consumption of starting material, reaction mixture was concentrated in vacuo, diluted with water (50 mL) and acidified using 1M HCl up to pH=2 at 0° C., solid was precipitated out. Resulting solid was filtered on Whatmann filter paper. Solid was dissolved in EtOAc (50 mL), dried over sodium sulphate, filtered and evaporated to afford solid, which was washed with n-pentane (3×3 mL) to afford white solid (0.820 g, 72%). 1H NMR (400 MHz, DMSO-d6) δ: 2.75-2.84 (m, 5H), 4.30-4.42 (m, 2H), 7.65 (d, J=8.20 Hz, 2H), 7.77 (d, J=8.16 Hz, 2H), 7.85 (s, 2H), 12.52 (bs, 1H); LC-MS (m/z): 507.90 (M−H).

Provenance & Evidence