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To a solution of 4,4'-dibromooctafluorobiphenyl (10 g, 21.9 mmol) in degassed diisopropylamine (350 mL) was added dichlorobis(triphenylphosphine) palladium (770 mg, 1.05 mmol, 5 mol %) and copper (1) acetate (219 mg, 1.05 mmol, 5 mol %). The solution was cooled to 0° C. and to this solution was added 2-methyl-3-butyn-2-ol (2.2 equivalents, 4.0 g, 4.7 mL). The solution was allowed to warm to room temperature and was subsequently heated at 50° C. for 12 hours. The solution was cooled and filtered to remove the precipitate of diisopropylammonium bromide. The solvent was removed at reduced pressure and the residue was chromatographed on a column of silica gel (200 g) packed with ethyl acetate. An oily yellow solid was removed from the column. The addition of a couple of drops of methanol caused the oil to solidify. The resulting solid was recrystallized from a mixture of ethyl acetate/hexane (1:2) to yield 4,4'-bis(3-hydroxy-3-methyl-1-butynyl) octafluorobiphenyl as white crystals. The yield was 8.6 (92%), mp 119° -121° C. IR (KBr) 3400, 2960, 1475, 1365, 1210, 1170, 990, 962 cm-1. 1H NMR (80 MHz, CDCl3) δ2.7 (s, 2H), 1.53 (s, 12H); Mass Spectrum (E1)(rel. intensity 462 (3.7), 447 (44.0), 432 (1.5); Anal. Calcd for C22H14F8O2 : C, 57.14; H, 3.03. Found: C,60.60; H,4.78.

1. temperatureto warm to room temperature
2. temperaturewas subsequently heated at 50° C. for 12 hours
3. temperatureThe solution was cooled
4. filtrationfiltered
5. customto remove the precipitate of diisopropylammonium bromide
6. customThe solvent was removed at reduced pressure
7. customthe residue was chromatographed on a column of silica gel (200 g)
8. customAn oily yellow solid was removed from the column
9. additionThe addition of a couple of drops of methanol
10. customThe resulting solid was recrystallized from a mixture of ethyl acetate/hexane (1:2)