Water → HCID 20230497, compound

Participants

Reaction Steps

To a solution of 1.2 g of 1-(3,4-dihydroxyphenyl)-3-nonanone in 10 ml of dimethylformamide was added 200 mg of oily sodium hydride (60%) and after stirring the mixture for 15 minutes at room temperature, 0.9 g of benzyl bromide was added to the mixture followed by stirring for 15 minutes at room temperature. After further adding thereto 200 mg of oily sodium hydride (60%) and stirring the mixture for 15 minutes at room temperature, 0.9 g of benzyl bromide was added to the mixture followed by stirring for 1.5 hours at room temperature. After adding 50 ml of water to the reaction mixture, the product was extracted with toluene. The extract was washed with water, dried over anhydrous magnesium sulfate, and then the solvent was distilled off under reduced pressure. The residue was applied to silica gel column chromatography and eluted with toluene to provide 1.8 g of 1-(3,4-dibenzyloxyphenyl)-3-nonanone as a sticky product.

Provenance & Evidence