Ammonium Chloride → HCID 11207006, compound

Participants

Reaction Conditions

Reaction Steps

At 0° C., a solution of 1.36 g (5.23 mmol) of methyl 3-fluoro-4′-methoxy-1,1′-biphenyl-4-carboxylate from Ex. V in 10 ml of anhydrous TMF is added dropwise to 3.14 ml (3.14 mmol) of a 1-molar solution of LiAlH4 in anhydrous THF. The mixture is initially stirred at 0° C. for 2 h. 10 ml of a sat. solution of NH4Cl are then added carefully, the mixture is diluted with ethyl acetate and the organic phase is separated off. The organic phase is washed successively with water and saturated sodium chloride solution, dried over anhydrous sodium sulfate and, after filtration, freed from the solvent. The resulting crude product is purified by flash chromatography (silica gel, cyclohexane/ethyl acetate 5:1). This gives 914 mg (3.94 mmol, 73% yield) of (3-fluoro-4′-methoxy-1,1′-biphenyl-4-yl) methanol.

Provenance & Evidence