2-Pyrrolidone → HCID 90001880, compound

Participants

Reaction Conditions

Reaction Steps

To a stirred solution of pyrrolidin-2-one (1.55 mL, 20.2 mmol) in DMF (25 mL) at 0° C. under N2 was added NaH (60% dispersion in mineral oil, 808 mg, 20.2 mmol) portion-wise over 10 min. The reaction mixture was maintained at 0° C. for 30 min and was then treated with 1-(bromomethyl)-3-iodobenzene (5.00 g, 17.0 mmol) over 10 min and afterwards was warmed to RT for 2 hr. The resulting mixture was diluted with water (100 mL) and extracted with DCM (2×100 mL). The combined organic extracts were washed with water (100 mL) and with brine (100 mL) and evaporated in vacuo to afford 1-(3-iodobenzyl)pyrrolidin-2-one as a yellow oil (5.49 g, 100%); Rt 1.85 min (Method 2, acidic); m/z 302 (M+H)+, (ES+).

Provenance & Evidence