Potassium Carbonate → HCID 12017554, compound

Participants

Reaction Steps

750 mg (1.92 mmol) of [2-(4-Methoxyphenyl)-6-methoxybenzo[b]thien-3-yl][4-hydroxyphenyl]methanone, 5.23 g (19.2 mmol) of 1,8-dibromooctane, and 2.66 mg (19.2 mmol) of K2CO3 were combined in 150 mL of 2-butanone. The reaction mixture was stirred and heated to reflux under a nitrogen atmosphere. The reaction was allowed to proceed for three hours, cooled to ambient temperature, and filtered. The solvent was removed by evaporation in vacuo to a yellow oil. The crude product was further purified by chromatography on a silica gel column eluted with a linear gradient begining with hexane and ending with hexane-EtOAc (5:1) (v/v). The desired fractions were determined by tlc, combined, and evaporated to dryness. This yielded 1.28 g (114%; some EtOAc was present in the solid) of the title compound as a yellow, amorphous powder.

Provenance & Evidence