Aluminium lithium hydride → 2-Benzyloxy-5-trifluoromethyl-benzylamine

Participants

Reaction Steps

LAH (136 mg, 3.58 mmol) was added to a solution of 2-benzyloxy-5-trifluoromethyl-benzylazide (1.1 g, 3.58 mmol) at 0° C. After 1 hour, the reaction was quenched by the sequential addition of water (136 μL), 15% NaOH (136 μL), and water (400 μL), the mixture was diluted with dichloromethane and dried with MgSO4, filtered and concentrated. The residue was purified by flash chromatography (3% methanol/dichloromethane) to afford 825 mg (82%) of the title compound as a colorless oil. MS 282 (M+H)+. 1H NMR (400 MHz, CDCl3) δ 7.6-7.3 (m, 7H); 6.92 (d, 1H, J=9.1 Hz); 5.18 (s, 2H); 3.9 (s, 2H); 2.65 (bs, 2H).

Provenance & Evidence