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Typical experimental procedure (see entry 1 in Table 2): A mixture of 2-aminophenol (423 mg, 4.0 mmol), benzaldehyde (435 mg, 4.0 mmol), and 4 Å molecular sieves (0.40 g, 0.1 g/mmol 2-aminophenol) in anhydrous ethyl acetate (10 mL) was placed in a 25 mL flask, stirred at 80 °C for 1 h, and kept at 45 °C for 12 h. Then, IBX (2.233 g, 2 equiv) and 4 Å molecular sieves (0.4 g, 0.1 g/mmol 2-aminophenol) were added. The mixture was stirred at 80 °C for 6 h. The reaction mixture was then filtered through Celite. After the filtrate was concentrated, the product was isolated by silica gel chromatography to give compound 6 as a white crystalline solid (569 mg, 73% yield).
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