Hydrochloric Acid → 3-Hydroxy-4-isobutoxybenzaldehyde

Participants

Reaction Conditions

Reaction Steps

In 50 ml of N,N-dimethylformamide are suspended 5.0 g of 3,4-dihydroxybenzaldehyde, 10.0 g of potassium carbonate and 8.3 ml of isobutyl iodide. The suspension is stirred at 80° C. for 2 hours. The reaction mixture is added to a mixture of ethyl acetate and water, pH is adjusted to 2 with 6 mol/L hydrochloric acid, and the organic layer is separated. The organic layer thus obtained is washed with water and saturated aqueous solution of sodium chloride successively and dried over anhydrous magnesium sulfate, and then the solvent is distilled off under reduced pressure. The residue thus obtained is purified by silica gel column chromatography (eluent; hexane:ethyl acetate=5:1) to obtain 3.3 g of 3-hydroxy-4-isobutoxybenzaldehyde as a light yellow solid product.

Provenance & Evidence