Sodium hydride → HCID 57650070, compound

Participants

Reaction Conditions

Reaction Steps

A solution of (R)-benzyl 2-(3-oxobutanoyl)pyrrolidine-1-carboxylate (1 g, 3.5 mmol) in THF (50 mL) was added sodium hydride (130 mg, 5.3 mmol) followed by 4-chlorobenzyl bromide (710 mg, 3.5 mmol). The reaction mixture was then heated at 60° C. for 6 h. After concentrating the reaction mixture in vacuo, the resulting residue was purified by silica gel column chromatography (hexanes ethyl acetate) to afford (2R)-benzyl 2-(2-(4-chlorobenzyl)-3-oxobutanoyl)pyrrolidine-1-carboxylate (300 mg, 21%). LCMS: 8.04 and 8.14 min, calculated: 413, found (MH+): 414.

Provenance & Evidence