Dimethylformamide → 2-Propynyl 4-(2-propynyloxy)-3,5-dimethoxybenzoate

Participants

Reaction Steps

To 100 ml of DMF were added 11.8 g of 4-hydroxy-3,5-dimethoxybenzoic acid, 15.7 g of propargyl bromide and 18 g of potassium carbonate, and the resulting mixture was stirred at room temperature for 8 hours and, then, at 80° C. for 4 hours. Thereafter, ethyl acetate was added to the reaction mixture which had been allowed to cool to near room temperature, and this was filtered through Celite (registered trade mark). To the filtrate were added successively water and dilute hydrochloric acid, followed by extraction with ethyl acetate. The organic layer was dried over magnesium sulfate, and concentrated under reduced pressure. The resulting crystals were washed with a mixed solvent of hexane and MTBE, and 15.5 g of 2-propynyl 4-(2-propynyloxy)-3,5-dimethoxybenzoate was obtained.

Provenance & Evidence