Sodium Hydroxide → HCID 68956488, compound

Participants

Reaction Conditions

Reaction Steps

265 mg (0.55 mmol) of ethyl (E)-3-{3′-[(benzoylmethylamino)methyl]-2-butoxybiphenyl-4-yl}-2-methylacrylate are placed in a solution of 109 mg (2.75 mmol) of sodium hydroxide in 5 mL of ethanol. After heating at 50-55° C. for 6 hours, the reaction medium is evaporated to dryness, taken up in water, acidified to pH 3 with aqueous 1 N hydrochloric acid solution and extracted with ethyl acetate. The organic phase is washed with water, dried over magnesium sulfate, filtered and evaporated. The residue obtained is recrystallized from a 50/50 heptane/ethyl acetate mixture. 165 mg (66%) of (E)-3-{3′-[(benzoylmethylamino)methyl]-2-butoxybiphenyl-4-yl}-2-methylacrylic acid are obtained in the form of an off-white powder with a melting point of 166° C.

Provenance & Evidence