Hydrochloric Acid → 2,4-Dihydroxy-6-methoxymethyl-benzaldehyde

Participants

Reaction Conditions

Reaction Steps

A solution of 2,4-bis-methoxymethoxy-6-methoxymethyl-benzaldehyde (7.21 g, 26.7 mmol) in THF (60 mL) was treated with 6N HCl (20 mL) at room temperature. The resulting mixture was heated to 60° C. for 1 h. The reaction was diluted with ethyl acetate and washed with water. The organic phase was separated, dried (Na2SO4), and concentrated. The residue was purified by flash column chromatography (silica, hexanes/ethyl acetate=1:1) to afford the title compound (4.08 g, 84%). 1H NMR (300 MHz, CD3OD) δ 10.01 (s, 1H), 6.35 (s, 1H), 6.25 (s, 1H), 4.57 (s, 2H), 3.36 (s, 3H), 2.64 (s, 2H).

Provenance & Evidence