Water → HCID 46846425, compound

Participants

Reaction Steps

To a solution of ethyl 2-(4-(difluoromethoxy)-8-nitrodibenzo[b,d]furan-1-yl)-4,5-dihydrooxazole-4-carboxylate (0.8 g, 1.90 mmol) in acetonitrile (8 mL), CCl4 (5 mL) and pyridine (8 mL) were added. To this mixture 1,3-diaza bicyclo[5.4.0]undec-7-ene (DBU) (1.6 mL, 10.72 mmol) was added. The reaction mass was stirred at room temperature for 1 hour. The reaction mixture was poured into the cold water (50 mL) and extracted with dichloromethane (2×50 mL). The organics were dried over sodium sulphate and filtered. The organics were evaporated under reduced pressure to give the crude product. The product was purified by column chromatography by using gradient of ethyl acetate in hexane (0-5) %. Yield—94%. 1H-NMR (CDCl3) δ: 1.52-1.55 (m, 3H), 4.54-4.60 (m, 2H), 6.72-6.90-7.08 (brs, 1H), 7.51 (d, 1H), 7.77 (d, 1H), 8.14 (d, 1H), 8.46 (s, 1H), 8.52-8.55 (m, 1H), 10.66 (d, 1H); HPLC (purity): 97.4%; Mass calculated for C19H12F2N2O7-418.3, observed—419.1; Rf—0.49 (Ethyl acetate:Hexane (3:7).

Provenance & Evidence