Acetone → 7-Methoxymethoxy-3-(4-methoxymethoxyphenyl)-3-methylthiochroman-4-one

Participants

Reaction Steps

To dry acetone solution (100 ml) of 7-hydroxy-3-(4-hydroxyphenyl)-3-methylthiochroman-4-one (2.30 g, 8.04 mmol) were added potassium carbonate (8.87 g, 64.3 mmol) and methoxymethyl chloride (4.64 ml, 61.5 mmol), and the mixture was heated under refluxing for 40 hours. After adding water, the reaction solution was extracted with ethyl acetate. The organic layer was washed with saturated saline, dried over anhydrous magnesium sulfate and then distilled under reduced pressure to remove the solvent. The crude product thus obtained was purified with silica gel column chromatography (ethyl acetate:hexane=1:3) to obtain 2.65 g (yield: 88%) of the title compound.

Provenance & Evidence