HCID 86605482, compound → HCID 11579635, compound

Participants

Reaction Steps

To a stirred solution of methoxy-3,5,7,8-tetramethyl-3,4-dihydrospiro[chromene-2,1′-cyclobutan]-6-ol (50 mg) in 10 mL of MeOH was added 5 drops of conc. HCl. The reaction mixture was concentrated, and the residue was purified by flash chromatography eluted with 20% ethyl acetate in hexane to give 40.5 mg of the desired product 3,5,7,8-tetramethylspiro[chromene-2,1′-cyclobutan]-6-ol as a white solid. 1H-NMR (300 MHz, CDCl3) δ=6.27 (s, 1H, =CH), 4.28 (s, 1H), 2.39 (t, 2H), 2.22 (s, 3H), 2.17 (s, 6H), 2.03 (s, 3H), 2.10-1.70 (m, 4H) ppm. 13C-NMR (75 MHz, CDCl3) δ=145.7, 143.7, 136.0, 122.3, 121.6, 119.9, 116.6, 115.1, 81.3, 33.3, 19.1, 14.2, 12.7, 11.8, 11.4 ppm. MS: (m/z)=245.1 (M+H+).

Provenance & Evidence