Hydrochloric Acid → HCID 22709072, compound

Participants

Reaction Conditions

Reaction Steps

A mixture of 6-bromo2-naphthol (22.30 g), 6-chloro-1-hexanol (20.50 g), potassium carbonate (20.50 g) and potassium iodide (1.50 g) in dimethylformamide (DMF, 100 ml) was heated at 100° C for 4 h. The mixture was then cooled and poured into 150 ml of HCl (3N) and extracted with ether (3×200 ml). The combined ether extracts were washed with saturated NaCl solution (200 ml), dried over magnesium sulfate, evaporated to give a brownish oil and filtered through a silica gel column (150 g,) using dichloromethane as eluent to give a brownish solid. The brown solid was recrystallised from hexane/dichloromethane (9/1) to give 24.8 g of 6-(6bromo-naphthalen-2-yloxy)hexan-1-ol as white needles.

Provenance & Evidence