Potassium Carbonate → HCID 21649025, compound

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Reaction Steps

To a solution of 2,5-dichloro-3,4-dihydroxybenzoic acid (2.4 g) in dimethylformamide (20 ml) are added potassium carbonate (4.90 g: 3.6 Eq.) and p-methoxybenzyl bromide (7.14 g: 3.6 Eq.). To the stirring mixture are added at room temperature every 2 hours potassium carbonate (1.6 g: 1.2 Eq.) and p-methoxybenzyl bromide (2.3 g: 1.2 Eq.). The reaction mixture is poured into ice water and extracted with ethyl acetate. The extract is washed with water, dried, and concentrated under reduced pressure. The residue is purified by silica gel chromatography giving 2.5-dichloro-3,4-bis(p-methoxybenzyloxy)benzoic acid p-methoxybenzyl ester (4.9 g) from the fraction eluting with toluene: ethyl acetate (40:1). Yield: 78%.

Provenance & Evidence