Water → HCID 19828139, compound

Participants

Reaction Steps

To a solution of 14.5 g (0.1 mol) of 3-bromofuran in 500 mL of THF cooled to -78° C. was added dropwise a solution of 64 mL (0.12 mol) to n-butyl lithium in THF. The solution was allowed to stir for 3 hours after the addition was complete, whereupon a solution of 19 g (0.1 mol) 4-acetylbiphenyl in 200 mL of THF was added. The mixture was allowed to stir for 1 hour, then warmed to room temperature. The mixture was then poured into water and extracted with ether (2×500 mL). The ether layers were combined, dried (MgSO4) and concentrated to afford 19.5 g of crude solid. The solid was recrystallized from ether:hexane to afford 12.5 g, 47% of light yellow solid, m.p. 108°-109° C.

Provenance & Evidence