Methylhydroquinone → HCID 59263665, compound

Participants

Reaction Steps

Under argon condition, methylhydroquinone (10.0 g, 81 mmol) and K2CO3 (5567 g, 403 mmol) were melted with 20 mL acetone and then added with 1-bromo-3-methylbutane (26.77 g, 177 mmol). Then, the mixture was agitated at reflux temperatures for 24 hours and then the temperature of the mixture was lowered to normal temperatures. After removing the solvent therefrom, the mixture was purified by column chromatography. (silica gel, CH2Cl2/hexane 1:4, Rf: 0.5). transparent oil. 1H NMR (CDCl3): 6.77 (d, 1H), 6.75 (s, 1H), 6.70 (d, 1H), 3.95 (m, 4H), 2.23 (s, 3H), 1.86 (m, 2H), 1.69 (m, 4H), 0.99 (m, 12H); 13C {1H} NMR (CDCl3): 152.9, 151.6, 128.2, 117.8, 112.2, 111.7, 67.2, 67.0, 38.4, 38.3, 25.3, 25.2, 22.8, 22.7, 16.5. Anal. Calcd, for C17H28O2: C, 77.22; H, 10.67. Found: C, 77.05; H, 10.58.

Provenance & Evidence