Sodium Iodide → HCID 18367418, compound

Participants

Reaction Steps

To a solution of NaH (60% oil, 28 mg), 5-(4,5-diphenyloxazol-2-yl)pyrrolidin-2-one (0.15 g) and sodium iodide (catalytic amount) in THF (1 ml) was added a solution of 3-methoxybenzyl chloride (0.11 g) in THF (2 ml). After being stirred for 4 days at room temperature, the reaction mixture was partitioned between ethyl acetate and water. The organic layer was washed with brine. The dried solvent was evaporated in vacuo. The residue was purified by chromatography on silica gel to give 1-(3-methoxybenzyl)-5-(4,5-diphenyloxazol-2-yl)pyrrolidin-2-one (0.14 g). MS (m/z): 425 (M+ +1) NMR (CDCl3, δ): 2.32-2.96 (4H, m), 3.65 (3H, s), 4.32 (1H, d, J=14.8 Hz), 4.70 (1H, d, J=14.8 Hz), 4.78 (1H, m), 6.68-6.82 (3H, m), 7.13 (1H, t, J=7.8 Hz), 7.33-7.48 (6H, m), 7.56-7.61 (4H, m)

Provenance & Evidence