1-Bromooctadecane → HCID 21185159, compound

Participants

Reaction Steps

Sodium metal (0.46 g, 20 mmol) was dissolved in ethanol (50 mL) and 4,4′-dihydroxybenzophenone (1.0 g, 4.67 mmol) was added followed by 1-bromooctadecane (7.8 g, 23.4 mmol) and a catalytic amount of sodium iodide (approximately 30 mg) and the reaction mixture was refluxed for 48 hours. The resulting suspension was cooled and filtered. The solid was washed with dichloromethane followed by hexane and the white solid was dried to afford compound 22 (2.85 g, 84.8% yield). 1H NMR (300 MHz, pyridine-d5) δ 7.95 (d, J=8.7 Hz, 4 H, aryl), 7.09 (d, J=8.7 Hz, 4 H, aryl), 4.05 (t, J=6.6 Hz, 4 H, 2×OCH2), 1.80 (tt, J=6.6 and 7.5 Hz, 4 H), 1.48 (m, 4 H), 1.33 (brS, 60 H), 0.87 (t, J=6.6 Hz, 6 H, 2×CH3).

Provenance & Evidence