Ethylene carbonate → 2-(7-Chlorodibenzofuran-3-oxy)-ethanol

Participants

Reaction Conditions

Reaction Steps

83 g (0.6 mole) of potassium carbonate were added to a solution of 262 g (1.2 moles) of 7-chlorodibenzofuran-3-ol in 600 ml of dry dimethylformamide, and a solution of 212 g (2.55 moles) of ethylene carbonate in 300 ml of dimethylformamide was then added dropwise at 100° C. in the course of 90 minutes. The mixture was stirred at 120° C. for 8 hours and filtered off with suction at 100° C., and the filtrate was concentrated. The residue was dissolved in 2.5 l of ethyl acetate, the solution was washed three times with 300 ml of water each time, the organic layer was dried, decolorized with 10 g of animal charcoal and concentrated to 500 ml and the concentrate was cooled to 10° C. The precipitate was filtered off with suction and washed, at +5° C., with 60 ml of methanol, 50 ml of ether and 200 ml of petroleum ether in succession, and dried. 225 g of 2-(7-chlorodibenzofuran-3-oxy)-ethanol of melting point 118°-120° C. were obtained; yield: 71.4% of theory.

Provenance & Evidence