Water → HCID 86705170, compound

Participants

Reaction Steps

A solution of 1-[(2S)-1-hydroxypentan-2-yl]-3-(4-methoxyphenyl)urea (550 mg) and potasium tert-butoxide (593 mg) in THF (25 mL) was cooled in ice under nitrogen atomosphere, and a solution of p-toluenesulfonylchrolide (672 mg) in THF (10 mL) was added dropwise thereto. After the mixture was stirred for 1 hr while cooling in ice, water was added thereto, and the resulting mixture was extracted with chloroform. The organic layer was separated out by phase-separation cartridge, and the solvent was distilled off under reduced pressure. The residue was purified by column chromatography (silica gel cartridge, hexane/ethyl acetate=88:12-0:100), and further recrystallized from chloroform/hexane. The solid was collected by filtration to afford (4S)-1-(4-methoxyphenyl)-4-propylimidazolidin-2-one (34 mg). In addition, the filtrate was concentrated under reduced pressure to afford (4S)-1-(4-methoxyphenyl)-4-propylimidazolidin-2-one (254 mg).

Provenance & Evidence