Chloride → 5-Chloro-2-(4-methoxyphenyl)-3-[4-(3-diethylaminopropyloxy)benzoyl]benzofuran

Participants

Reaction Steps

A solution of 5-chloro-2-(4-methoxyphenyl)benzofuran (1 g, 3.9 mmol) in DCM (100 mL) was stirred at 0° C. under nitrogen. The compound of Example 2(iii) (1.68 g, 6.9 mmol) was added followed by the drop-wise addition of tinIV chloride solution (1M DCM, 11.6 mmol). The colour became a deep red and the reaction was stirred at RT. for 3 hrs. The resulting suspension was poured onto ice-water (250 mL) and the organic portion separated. The aqueous layer was extracted with DCM and the organic portions were combined, dried (Na2SO4) and evaporated. The residue was purified by flash chromatography to give the title compound as a yellow tar (1.34 g, 72%).

Provenance & Evidence