Short-RInChIKey=SA-FUHFF-UHFFFADPSC-PEQHIRFAKI-UHFFFADPSC-NUHFF-NUHFF-NUHFF-ZZZ

In a 500 mL round-bottomed flask, 4-tritylaniline hydrochloride (25.0 g, 67.2 mmol, 1.00 equiv) was suspended in 235 mL of DMF and cooled to –15 °C. At this temperature, hydron sulfate (41.2 g, 22.5 mL, 420 mmol, 6.25 equiv) and 3-methylbutyl nitrite (14.6 g, 16.8 mL, 125 mmol, 1.86 equiv) were added. The reaction mixture was stirred for 1 h at this temperature and then phosphinic acid (22.9 g, 18.7 mL, 347 mmol, 5.16 equiv) was added carefully. The reaction mixture was then heated to 50 °C until no further gas evolution was observed (~ 4 h). The resulting solid was filtered off and washed twice with 250 mL of DMF, 250 mL of water and 250 mL of ethanol to give tritylbenzene (21.4 g, 66.9 mmol, 99% yield) as a slightly beige solid.