Hydrochloric Acid → HCID 86626089, compound

Participants

Reaction Steps

142 μL of benzoyl chloride (1.2 mmol) are added to a solution of 0.36 g (0.6 mmol) of ethyl (E)-3-(2-butoxy-3′-methylaminomethylbiphenyl-4-yl)-2-methylacrylate trifluoroacetate, 6.5 mL of dichloromethane, 257 μL (1.84 mmol) of triethylamine and 7 mg (10 mol %) of 4-dimethylaminopyridine. The reaction medium is stirred at room temperature for 18 hours and then treated with 1 N hydrochloric acid solution and washed with water. The organic phase is dried over magnesium sulfate, filtered and evaporated. The crude residue obtained is purified by chromatography on a column of silica eluted with an 85/15 and then 70/30 heptane/ethyl acetate mixture. 270 mg (91%) of ethyl (E)-3-{3′-[(benzoylmethylamino)methyl]-2-butoxybiphenyl-4-yl}-2-methylacrylate are obtained in the form of a yellow oil.

Provenance & Evidence