Carbon Dioxide → [4-Trifluoromethyl-2-(4-trifluoromethyl-phenyl)-pyrimidin-5-yl]-methanol

Participants

Reaction Conditions

Reaction Steps

Within 10 min was dropped 5.5 ml (6.6 mmol) of DIBALH (1.2 M solution in toluene) to a dry ice cooled (−30° C.) solution of 1.09 g (3.0 mmol) 4-trifluoromethyl-2-(4-trifluoromethyl-phenyl)-pyrimidine-5-carboxylic acid ethyl ester in 15 ml of THF. The reaction was stirred for 2.5 h at −30° C., warmed up (0° C. for 2 h) and stirred 1 h at 0° C. The reaction was neutralized with saturated NaHCO3 solution. The mixture was extracted with ether (3×), the organic phase was washed with a NaCl solution (10%), dried (Na2SO4) and evaporated. The crude product was purified by flash chromatography over silica gel with heptane/isopropanol 9:1, to give 0.16 g of pure [4-trifluoromethyl-2-(4-trifluoromethyl-phenyl)-pyrimidin-5-yl]-methanol as a yellow solid.

Provenance & Evidence