Sodium Iodide → N-{[7-(Methylsulfonyl)-4H-1,3-benzodioxin-2-YL]methyl}propan-2-amine

Participants

Reaction Steps

A mixture of 2-(chloromethyl)-7-(methylsulfonyl)-4H-1,3-benzodioxine (0.1 g, 0.38 mmol), propan-2-amine (1.30 ml, 152 mmol), potassium carbonate (80 mg, 0.57 mmol), some few crystals of sodium iodide in ACN (3 ml) was heated in a micro wave oven at 170° C. for 40 min. After cooling to ambient temperature the volatiles were evaporated in vacuum. The oily residue was chromatographed twice on a silica column with EtOAc/MeOH (7:1) as eluent. Collection of the fractions containing pure product and evaporation of the solvent afforded the title compound (61 mg, 55%). MS m/z (rel. intensity, 70 eV) 285 (M+, 1), 123 (11), 86 (15), 77 (16), 72 (bp).

Provenance & Evidence