Sodium hydride → HCID 20089200, compound

Participants

Reaction Steps

To a solution of 0.048 g (0.24 mmol) of 1-carboethoxy-2-benzimidazolinone dissolved in 0.5 mL DMF was added 0.010 g (0.26 mmol) of a 60% oil dispersion of sodium hydride and the resulting mixture was stirred under a nitrogen atmosphere and gently warmed with a heat gun until the solids had dissolved. A solution of the product of step B in 1.0 mL DMF was then added and the reaction mixture was stirred for an additional 1.5 hours. The mixture was then quenched with 5% aqueous ammonium chloride and extracted into ethyl acetate. The organic layer was separated, dried (MgSO4), filtered and evaporated, and the residue was purified on a silica gel flash chromatography column eluted with 30% EtOAc-hexane. Evaporation of the purified fractions and drying in vacuo afforded 0.088 g (64%) of the title compound.

Provenance & Evidence