Aluminium lithium hydride → (4-(Fluoromethoxy)-3-(trifluoromethyl)phenyl)methanol

Participants

Reaction Steps

To a cooled (−78° C.) solution of methyl 4-(fluoromethoxy)-3-(trifluoromethyl)benzoate (2.44 g, 9.68 mmol) in DCM under nitrogen was added 2.0 M LAH (4.84 mL, 9.68 mmol) by syringed. The reaction was stirred for 15 min. The reaction was quenched with water (0.484 mL) and 10% NaOH (0.968 mL). The mixture was filtered and concentrated to give the title compound as an oil (1.84 g). 1H NMR (400 MHz, DMSO-d6) δ ppm 4.52 (d, J=5.68 Hz, 2H), 5.32 (t, J=5.75 Hz, 1H), 5.85-6.08 (d, J=53.44 Hz, 2H), 7.39 (d, J=8.46 Hz, 1H), 7.56-7.69 (m, 2H); 19F NMR (376 MHz, DMSO-d6) δ ppm −151.41 (s, 1F), −60.26 (s, 3F).

Provenance & Evidence