Tetrahydrofuran → HCID 178506801, compound

Participants

Reaction Steps

Into a flask equipped with a mechanical stirrer and under a constant flow of argon was injected 0.8 ml (0.0044 mole) of 1,1-diphenylethylene followed by 100 ml of THF and 0.0038 mole of 1.6 M n-BuLi in hexane. The blood red color of diphenylhexyllithium developed immediately and the solution was stirred at room temperature for five minutes. It was then cooled to -74° C. and 3.2 ml (0.024 mole) of GMA was added dropwise from a hypodermic syringe. The red color discharged to a faint yellow after about 0.5 ml had been added, and the temperature rose to -70° C. until addition was complete (about 5 minutes). The temperature then returned to -74° C. and 10 ml (0.09 mole) of MMA was added dropwise at such a rate that the temperature did not exceed -69° C. (about 15 minutes). Following that, another 3.2 ml of GMA was added, the solution was stirred at -72° C. for 10 min, 1 ml of methanol was injected and the solution was poured into 1 liter of hexane. The stringy white polymer was collected and dried; yield, 15.0 g (97%).

Provenance & Evidence