Tetrahydrofuran → HCID 58231725, compound

Participants

Reaction Steps

1.8 g of the thus obtained 1,6-bis(4-dibenzothiophenyl)-2-naphthol is placed in a round bottom flask; 30 mL of THF is added to form a transparent solution; after ice cooling the flask, 0.58 g of triethylamine is added; 0.48 g of acryloyl chloride is then added dropwise; after adding the whole, the temperature is returned to room temperature; and the mixture is stirred for 30 minutes. 15 mL of water is added; the mixture is vigorously stirred; and 30 mL of ethyl acetate and 15 mL of saturated salt water are then added, thereby separating an aqueous solution. An organic phase is washed with saturated salt water and dried upon application of magnesium sulfate. The resulting mixture is concentrated by filtration with a filter paper; and a major product is separated by a silica gel column (eluate: hexane/dichloromethane mixture), thereby obtaining 1.8 g (yield: 90%) of the foregoing white solid. 1H NMR (CDCl3, 400 MHz): δ (ppm) 5.66 (dd=1.2 & 10.4 Hz, 1H), 5.94 (dd=10.4 & 17.2 Hz, 1H), 6.18 (dd=1.2 & 17.2 Hz, 1H), 7.37 to 7.60 (m, 10H), 7.67 to 7.74 (m, 2H), 7.77 to 7.82 (m, 1H), 8.07 (d=8.8 Hz, 1H), 8.10 to 8.24 (m, 4H), 8.15 (d=1.6 Hz, 1H)

Provenance & Evidence