Sodium Hydroxide → HCID 16224226, compound

Participants

Reaction Conditions

Reaction Steps

176 mg (4.4 mmol) of sodium hydroxide are added to a solution of 192 mg (0.44 mmol) of ethyl 2-[1-[3′-(1-methyl-3-pentylureido)biphenyl-4-yl]meth-(E)-ylidene]pentanoate in 8 mL of ethanol. The reaction mixture is heated at 50° C. for 15 hours. The reaction medium is evaporated to dryness, taken up in water, acidified with 2 N hydrochloric acid solution and extracted with ethyl acetate. The organic phases are combined, washed with water and dried over magnesium sulfate. The solvent is evaporated off and the solid obtained is purified by chromatography on a column of silica eluted with a 50/50 heptane/ethyl acetate mixture. The solvents are evaporated off and the oil obtained is crystallized from ethyl ether, filtered and dried. 133 mg (74%) of 2-[1-[3′-(1-methyl-3-pentylureido)biphenyl-4-yl]meth-(E)-ylidene]pentanoic acid are obtained in the form of a white powder with a melting point of 118-119° C.

Provenance & Evidence