p-Toluenesulfonic acid → 4'-Bromo-2'-fluoro-4-propyl-2,3,4,5-tetrahydro-1,1'-biphenyl

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Reaction Steps

A Dean-Stark condenser was attached, and a mixture of compound (68) (42.0 g, 133.2 mmol) and PTSA (0.42 g, 1 wt %) was refluxed in a toluene (300 mL) solvent for 3 hours. The reaction mixture was washed with a saturated aqueous solution of sodium hydrogencarbonate, water and saturated brine, and dried over magnesium sulfate. Toluene was distilled off by an evaporator, and thus 4′-bromo-2′-fluoro-4-propyl-2,3,4,5-tetrahydro-1,1′-biphenyl (69) (39.2 g, yield 99.0%) was obtained.

Provenance & Evidence