Acetonitrile → HCID 87507794, 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 (29 g, 210 mmol), TBAHS (tetrabutyl ammonium hydrogen sulfate, 2.34 g, 7 mmol), and 1,2-bis(bromomethyl)-4-chlorobenzene (10.4 g, 35 mmol). The resulting heterogeneous mixture is stirred at 80° C. overnight. The reaction mixture is cooled 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 a colorless oil (5.06 g, 58%).

Provenance & Evidence