Dichloromethane → HCID 58231726, compound

Participants

Reaction Steps

1.31 g of the thus obtained 2,4-bis(2-benzothiophenyl)phenol is placed in a round bottom flask; 20 mL of methylene chloride and 2 mL of tetrahydrofuran are added to form a transparent solution; after ice cooling the flask, 0.44 g of triethylamine is added; 0.39 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 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=90/10 (volume ratio)) to concentrate a component having an Rf of 0.20, thereby obtaining 1.0 g (yield: 66%) of the foregoing white solid. 1H NMR (CDCl3, 400 MHz): δ (ppm) 6.06 (dd=1.2 & 10.8 Hz, 1H), 6.38 (dd=10.8 & 17.2 Hz, 1H), 6.64 (dd=1.2 & 17.2 Hz, 1H), 7.31 to 7.40 (m, 5H), 7.59 (s, 2H), 7.70 to 7.85 (m, 5H), 8.05 (d=2.4 Hz, 1H)

Provenance & Evidence