Toluene → HCID 69120849, compound

Participants

Reaction Steps

A suspension of phthalic anhydride (30.0 g) and t-butyl carbazate (CAS No. 870-46-2) (26.8 g) in toluene (600 mL) was azeotropically refluxed using a Dean-Stark trap for 3.25 hours. The insoluble matter was removed by hot filtration. The filtrate was concentrated to about one-third volume under reduced pressure and then ice-cooled. The precipitated solid was collected by filtration. The resulting solid was dissolved in ethyl acetate (750 mL) and purified by short path NH silica gel column chromatography (100% ethyl acetate). The target fraction was concentrated, and the residue was then triturated with ethyl acetate (20 mL). The resulting solid was collected by filtration and dried under reduced pressure to give the title compound (16.4 g).

Provenance & Evidence