Hydrochloric Acid → HCID 10358098, compound

Participants

Reaction Conditions

Reaction Steps

Lithium diisopropylamide is generated from diisopropylamine (122 mL, 0.87 mol) and n-butyllithium (2.5 M in hexane, 348 mL, 0.87 mol) in tetrahydrofuran (1.5 L) under a nitrogen atmosphere at -60° C., and 4-(4-fluorophenyl)-1,5-dihydro-1-(4-methoxyphenyl)-2H-pyrrol-2-one (235 g, 0.83 mol) is added to this mixture. The mixture is stirred for 30 minutes at -50° C., 1 hr at 0° C., and then re-cooled to -60° C. Ethyl iodide (73 mL, 0.91 mol) is added, and the reaction is allowed to warm slowly to 25° C., and stirred at this temperature for 18 hr. The mixture is poured into 1.5 L of 4 N HCl and stirred for 1 hr. The mixture is then extracted with methylene chloride, and the extracts are dried with magnesium sulfate and evaporated. Recrystallization of the residue from ethanol followed by drying under vacuum at 60° C. for 18 hr gives the title compound.

Provenance & Evidence