Potassium Iodide → HCID 22010493, compound

Participants

Reaction Steps

A stirred solution of 4-(2,4-dihydroxyphenyl)-4-oxobutyric acid, methyl ester 6.76 g) in methyl ethyl ketone (150 mL) is treated with potassium carbonate (4.17 g), potassium iodide (5 g) tetrabutyl ammonium chloride (1 g) and 3-chloromethylthiophene (4 g), and refluxed for 24 hours. The reaction mixture is filtered, the filtrate is evaporated. The residue is dissolved in ethyl acetate, washed with water, dried, and evaporated. The residue is recrystallised from ethyl acetate/cyclohexane to give 4-(2-hydroxy-4-(thiophen-3-ylmethoxy)phenyl]-4-oxo-butyric acid, methyl ester (7.16 g), a pale cream solid, mp. 100-102° C.

Provenance & Evidence