Hydrochloric Acid → 1-(2,4-Dihydroxy-5-isopropylphenyl)ethanone

Participants

Reaction Steps

Dry HCl was passed through a suspension of 4-isopropyl-1,3-benzenediol (17.01 g; 112 mmol), CH3CN (8.3 ml; 158 mmol) and fused ZnCl2 (14 g) in dry ether (100 ml) for 1 h at 0° C. The reaction mixture was then stirred for 1 h at room temperature and filtered. The solid obtained was hydrolyzed with boiling water as reported in the literature. The crude product was purified using flash chromatography (silica gel, 3% CH3CN in chloroform). Yield, 15.2 g (69.6%); mp, 142-44° C.; MS (CI): 223 (M++29), 195 (M++1), 179; analysis: C11H14O3 requires: C, 68.02; H, 7.26; found C, 68.40; H, 7.33%.

Provenance & Evidence