1-Ethenylcyclobutan-1-ol → 5,8-Dimethyl-7-(3-methylbutyl)-3,4-dihydrospiro[chromene-2,1'-cyclobutan]-6-ol

Participants

Reaction Steps

To a solution of 2,5-dimethyl-3-(3-methylbutyl)hydroquinone (208 mg) and BF3-ether (0.25 mL) in dioxane (3 mL) was added 1-vinyl-cyclobutanol (98 mg) in dioxane (3 mL) over 50 min at 110° C. degree under nitrogen. The reaction was refluxed for one additional hour. The solution was diluted with ethyl acetate and washed with water and brine, and dried. After evaporation the residue waschromatographed (silica gel, hexane-ethyl acetate 0% to 3%) gave 5,8-dimethyl-7-(3-methylbutyl)-3,4-dihydrospiro[chromene-2,1′-cyclobutan]-6-ol (130 mg).

Provenance & Evidence