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 in the course of 90 minutes at 100° C. The mixture was stirred for 8 hours at 120° C. and was then filtered under suction at 100° C., and the filtrate was evaporated down. The residue was dissolved in 2.5 liters of ethyl acetate, the solution was washed with three times 300 ml of water, the organic layer was dried, decolorized with 10 g of animal charcoal and evaporated down to 500 ml, and the residue was cooled to 10° C. The precipitate was filtered off under suction, washed with 60 ml of methanol, 50 ml of ether and 200 ml of petroleum ether in succession at +5° C., and dried. 225 g (71.4% of theory) of 2-(7-chlorodibenzofuran-3-yloxy)-ethanol of melting point 118°-120° C. were obtained.

Provenance & Evidence