Water → HCID 58231724, compound

Participants

Reaction Steps

1.03 g of the thus obtained 3-(4-dibenzothiophenyl)phenol is placed in a round bottom flask and suspended in 15 mL of methylene chloride; after ice cooling the flask, 0.45 g of triethylamine is added; 0.40 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. 10 mL of water is added; the mixture is vigorously stirred; an aqueous layer is then removed; the aqueous layer is washed with methylene chloride and ethyl acetate, respectively and then gathered with the original methylene chloride solution; and the mixture is dried upon application of magnesium sulfate. The resulting mixture is concentrated by filtration with a filter paper; and the concentrate is separated by a silica gel column (eluate: hexane/ethyl acetate=80/20 (volume ratio)) to concentrate a component having an Rf of 0.50, thereby obtaining 0.90 g (yield: 73%) of the foregoing white solid. 1H NMR (CDCl3, 400 MHz): δ (ppm) 6.03 (dd=1.2 & 10.4 Hz, 1H), 6.36 (dd=10.4 & 17.2 Hz, 1H), 6.64 (dd=1.2 &17.2 Hz, 1H), 7.20 to 7.24 (m, 1H), 7.44 to 7.55 (m, 6H), 7.62 to 7.65 (m, 1H), 7.82 to 7.85 (m, 1H), 8.14 to 8.19 (m, 2H)

Provenance & Evidence