Aluminium lithium hydride → HCID 43825164, compound

Participants

Reaction Conditions

Reaction Steps

To a solution of 2-(3-fluoro-phenyl)-1-(3-trifluoromethyl-phenyl)-ethanone O-methyl-oxime (1.00 g, 3.20 mmol) in Et2O at 0° C. was added LAH (1.0 M in THF, 3.20 mL, 3.20 mmol). The reaction mixture was stirred for a few minutes, and then refluxed for 30 hours. The resulting mixture was cooled to 0° C. and quenched with a few drops of H2O. The mixture was filtered through a pad of celite, concentrated and purified by column chromatography using hexane:EtOAc (1:1) as eluant to give 470 mg of the desired title compound. Spectroscopic data: 1H NMR (300 MHz, CDCl3) δ 1.47-1.62 (m, 2 H), 2.84-2.93 (m, 1 H), 2.98-3.07 (m, 1 H), 4.28-4.35 (m, 1 H), 6.99-7.11 (m, 3 H), 7.16-7.27 (m, 1 H), 7.39-7.46 (m, 1 H), 7.52 (t, J=7.62 Hz, 2 H), 7.61 (s, 1H).

Provenance & Evidence