Phosphate → HCID 70374065, compound

Participants

Reaction Steps

A solution of 1.70 g (6.9 mmol) of methyl (2Z,5E)-6-(4-methoxyphenyl)-4-oxo-2,5-hexadienoate in 20 ml of ether was treated while cooling with ice and stirring vigorously within about 15 minutes with 20 ml of 5% potassium hydroxide solution. The reaction mixture was stirred at 4° for 1 hour and then treated with 15 ml of phosphate buffer (pH=6.5) and 30 ml of ethyl acetate, whereupon the phases were separated. The aqueous phase was extracted twice with ethyl acetate. The combined organic phases were dried over magnesium sulphate, filtered and evaporated. The solid residue was recrystallized from ethyl acetate/hexane and there was obtained (2Z,5E)-6-(4-methoxyphenyl)-4-oxo-2,5-hexadienoic acid as an orange colored powder of melting point 103.5°-104°.

Provenance & Evidence