Synthesis
General procedure: 1-(2,2-diethoxyethoxy)-4-fluorobenzene (1 mmol), Sn-b catalyst (0.1 g), and trifluorotoluene (10 mL) were added to a 25 mL round bottom flask. The reaction mixture was stirred under reflux conditions and the reaction progress was monitored by gas chromatography (GC). Upon completion of the reaction, the mixture was cooled to room temperature and the Sn-b catalyst was removed by filtration. The filtrate was washed with trifluorotoluene (3 x 10 mL). All filtrates were combined and concentrated under vacuum. Finally, the residue was purified by silica gel (SiO?) column chromatography using petroleum ether/ethyl acetate as eluent to obtain the target product 5-fluorobenzofuran.
References
[1] Tetrahedron, 2015, vol. 71, # 29, p. 4835 - 4841
[2] Journal of Medicinal Chemistry, 2004, vol. 47, # 15, p. 3823 - 3842
[3] Patent: EP1147083, 2004, B1. Location in patent: Page 35
[4] Journal of the American Chemical Society, 2017, vol. 139, # 24, p. 8267 - 8276
[5] European Journal of Organic Chemistry, 2016, vol. 2016, # 13, p. 2268 - 2273
