Potassium Carbonate → Methyl E-4-{4-[2-(4-bromobenzyloxy)phenyl]-2-[2-(4-cyanophenyl)ethyl]but-3-enyl}benzoate

Participants

Reaction Steps

A solution of 230 mg (0.56 mmol) of methyl E-4-[2-[2-(4-cyanophenyl)ethyl]-4-(2-hydroxyphenyl)but-3-enyl]benzoate from Example 17A in 5 ml of dry acetonitrile is mixed with 209 mg (0.84 mmol) of 4-bromobenzyl bromide and 116 mg (0.84 mmol) of anhydrous potassium carbonate and heated to reflux for 12 hours. The mixture is then concentrated to dryness. The residue is taken up in ethyl acetate, washed with water and saturated sodium chloride solution and dried over sodium sulfate. The resulting organic phase is concentrated. The crude product is purified by flash chromatography on silica gel (mobile phase: cyclohexane). 286 mg (0.49 mmol, 88% yield) of a solid are obtained.

Provenance & Evidence