Hydrochloric Acid → 2'-Fluoro-5'-methoxy-2-neopentyl-[1,1'-biphenyl]-4-amine

Participants

Reaction Steps

To a solution of a mixture (1.90 g) of N-(diphenylmethylene)-2′-fluoro-5′-methoxy-2-neopentyl-[1,1′-biphenyl]-4-amine in THF (42 mL) was added 3N hydrochloric acid (14.0 mL) at 0° C., and the mixture was stirred at room temperature for 1 hr. To the reaction mixture was added 8N aqueous sodium hydroxide solution at 0° C., 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 (970 mg) as a pale-yellow solid.

Provenance & Evidence