2,6-Dichlorophenol → HCID 15090675, compound

Participants

Reaction Conditions

Reaction Steps

A mixture of 2,6-dichlorophenol (163 g, 1 mol) and 1,3-dibromopropane (262 g, 1.3 mol) was heated to 100° C., and a solution of sodium hydroxide (40 g) in water (1000 ml) was added dropwise over 75 min. The mixture was heated under reflux for 5 h and then cooled to room temperature upon which a biphasic solution developed. The organic layer was separated and the aqueous layer was extracted with diethyl ether (3×250 ml). The combined organic fractions were washed with 2N aqueous sodium hydroxide solution (4×250 ml) and water (250 ml), dried (MgSO4), filtered and concentrated in vacuo to afford the crude product. The residue was distilled at 100-120° C./0.3 mm of mercury to afford the title compound as an oil (202.5 g, 71%).

Provenance & Evidence