Synthesis
General procedure: m-Bromoaniline (1 mmol), 2,5-dimethoxytetrahydrofuran (1.1 mmol) and L-(+)-tartaric acid-chlorocholinesterase DES (1.5 g) were added to a 50 mL round-bottomed flask and the reaction mixture was stirred at 90°C. The reaction was carried out by thin-layer chromatography (TLC). The reaction process was monitored by thin layer chromatography (TLC). After completion of the reaction, the mixture was cooled to room temperature and the target product 1-(3-bromophenyl)-1H-pyrrole was extracted with ethyl acetate. After evaporation of the solvent, the residue was purified by silica gel column chromatography to give the pure product.DES was dried under vacuum and reused for the next cycle.
References
[1] Asian Journal of Chemistry, 2013, vol. 25, # 1, p. 501 - 504
[2] Journal of Molecular Liquids, 2014, vol. 198, p. 259 - 262,4
[3] Applied Catalysis A: General, 2013, vol. 457, p. 34 - 41
[4] Journal of the Chemical Society. Perkin Transactions 1, 2001, # 9, p. 1039 - 1043
[5] Journal of Heterocyclic Chemistry, 2000, vol. 37, # 1, p. 15 - 24