Synthesis
General procedure for the synthesis of 2,5-dichlorobenzaldehyde from 2,5-dichlorobenzenemethanol: 2,5-dichlorobenzenemethanol (1 mmol), water (1 mL), and CoFe2O4 magnetic nanoparticles (11.8 mg, 5 mol%) were added to a round bottom flask. The reaction mixture was stirred for 2 min and then Oxone (0.6 mmol) was added in three batches. The reaction mixture was stirred at room temperature for the indicated time (refer to Table 5). The progress of the reaction was monitored by thin layer chromatography (TLC, unfolding agent ethyl acetate-cyclohexane, 2:10, v/v). After completion of the reaction, the product was extracted with dichloromethane. The solvent was removed by distillation under reduced pressure to obtain the crude product. The crude product was purified using silica gel column chromatography to obtain pure 2,5-dichlorobenzaldehyde. Finally, the aliphatic by-products in dichloromethane were dried with anhydrous magnesium sulfate and analyzed by gas chromatography-flame ionization detector (GC-FID).
References
[1] Collection of Czechoslovak Chemical Communications, 1982, vol. 47, # 11, p. 3077 - 3093
[2] Applied Organometallic Chemistry, 2018, vol. 32, # 1,
[3] Bulletin of the Korean Chemical Society, 2014, vol. 35, # 7, p. 2029 - 2032
[4] Patent: EP1661877, 2006, A1. Location in patent: Page/Page column 18
[5] Journal of Medicinal Chemistry, 1980, vol. 23, # 5, p. 506 - 511