Hydrochloric Acid → 1-(4-(Benzyloxy)-2'-fluoro-5'-methoxy-[1,1'-biphenyl]-3-yl)-3,3-dimethylbutan-1-ol

Participants

Reaction Conditions

Reaction Steps

A solution of neopentylmagnesium bromide (2.00 g) prepared in Example 2, step F, in diethyl ether (10 mL) was added dropwise to a mixed solution of 4-(benzyloxy)-2′-fluoro-5′-methoxy-[1,1′-biphenyl]-3-carbaldehyde (2.00 g) in THF (10 mL) and diethyl ether (10 mL) at room temperature, and the mixture was stirred at 40° C. for 1 hr. The reaction mixture was cooled to room temperature, 1N hydrochloric acid was added dropwise, and the mixture was extracted with ethyl acetate. The extract was washed with saturated brine and dried over anhydrous sodium sulfate. The solvent was evaporated under reduced pressure and the residue was purified by silica gel column chromatography (ethyl acetate/hexane) to give the title compound (1.90 g) as a colorless oil.

Provenance & Evidence