Sodium borohydride → HCID 22279995, compound

Participants

Reaction Steps

To a 0° C. solution of (3-fluoro-4′-trifluoromethyl-biphenyl-4-yl)-acetaldehyde (372 mg, 1.31 mmol) in THF/MeOH (10/3 mL) is added portion-wise sodium borohydride (100 mg, 2.62 mmol) and warmed to room temperature. After 1 h TLC (30% EtOAc/hexane) indicates complete consumption of starting material. The reaction mixture is concentrated and the residue is partitioned between EtOAc (100 mL) and 0.2N HCl (20 mL). The aqueous layer is extracted with a second portion of EtOAc (50 mL). The combined organic layers are washed with brine, dried (MgSO4), filtered and concentrated to yield the title compound (374 mg, quant.). 1NMR (400 MHz, CDCl3) δ ppm: 7.68 (s, 4H), 7.56 (d, 2H, J=7.9 Hz), 7.35 (d, 2H, J=7.9 Hz), 3.92 (t, 2H, J=6.4 Hz), 2.94 (t, 2H, J=6.6 Hz).

Provenance & Evidence