Trimethylsilyltriflate (9.1 mL, 50 mmol, 1.1 equiv) was added dropwise to a suspension of 2iodosylbenzoic acid (16) (12.1 g, 45.8 mmol, 1.0 equiv) in CH2Cl2 (120 mL) at 0 °C. The mixture was stirred for 1 h, followed by the dropwise addition of trimethyl(phenylethynyl)silane (8.8 mL, 50 mmol, 1.1 equiv) (slightly exothermic). The resulting suspension was stirred for 6 h at RT, during this time a white solid was formed. A saturated solution of NaHCO3 (120 mL) was added and the mixture was stirred vigorously for 30 min. The mixture was extracted with H2O and DCM (3x50 mL), washed with brine, then dried over Na2SO4, filtered and evaporated under reduced pressure. The resulting solid was recrystalized in EtOAc:MeOH (2:1) (40 mL/grams). The solution was left to cool to RT overnight. The slow recrystallization is important to obtain pure product 2a (photo of crystal obtained below). The crystal formed was filtered and dried under high vacuum to afford PhEBX (2a) 95 mmol, 37 % yield) as colorless crystals. with reported data 8 PhEBX with crystallization at RT PhEBX with fast crystallization in the fridge