Acetonitrile → HCID 87507881, compound

Participants

Reaction Conditions

Reaction Steps

To a solution of ethyl isocyanoacetate (3.85 mL, 35.0 mmol) in anhydrous ACN (300 mL) is added finely ground anhydrous K2CO3 (K2SO4, 29.0 g, 210 mmol), TBAHS (tetrabutyl ammonium hydrogen sulfate, 2.34 g, 7.0 mmol), and 1,2-bis(bromomethyl)-3-fluorobenzene (9.87 g, 35 mmol). The resulting heterogeneous mixture is stirred at 80° C. overnight. The reaction mixture is cooled down to RT and filtered to remove the unwanted salts. The filtrate is concentrated in vacuo. The residue is purified by flash column chromatography (200 g silica gel; gradient elution: 0-25% EtOAc in heptane) to give a pure product as colorless oil (4.5 g, 55%).

Provenance & Evidence