Sodium Bisulfate → HCID 23001252, compound

Participants

Reaction Steps

Sodium borohydride (1.17 g, 31.2 mmol) was added to a solution of 2-(3-(trifluoromethoxy)phenoxy)benzaldehyde (6.28 g, 22.3 mmol) in a mixture of DCM (20 ml) and isopropanol (10 ml). The reaction mixture was stirred for 16 hours at room temperature. A 10% aqueous solution of sodium hydrogensulphate was added until the evolution of hydrogen had ceased. The mixture was diluted with ethyl acetate (200 ml). Water (200 ml) was added. The phases were separated. The aqueous phase was extracted with ethyl acetate (2×100 ml). The combined organic layers were washed with a saturated aqueous solution of sodium hydrogencarbonate and dried over magnesium sulphate. The solvent was removed in vacuo. The crude product was purified by flash chromatography on silica (200 g), using ethyl acetate/heptane (1:2) as eluent, to give 5.34 g of [2-(3-(trifluoromethoxy)phenoxy)phenyl]methanol.

Provenance & Evidence