1570-64-5

209919-30-2

1570-64-5

GENERAL STEPS: After the oven-dried Schlenk flask was cooled to room temperature, 2-methyl-4-chlorophenylboronic acid (1 mmol), acetonitrile (3.0 mL), and silicon chloride (0.5 mmol) were added sequentially. Subsequently, the reaction was activated by the addition of 30% H2O2 (1.0 eq.) and the reaction mixture was stirred at 30-35 °C for the time referred to in Table 5.The reaction progress was monitored by thin layer chromatography (TLC). After complete conversion of the feedstock, the reaction mixture was filtered to remove silica gel. The reaction mixture was neutralized with 5% NaHCO3 solution (5 mL), followed by extraction of the product with ethyl acetate (30 mL) and washing the organic phase with distilled water (10 mL). The organic extract was dried with anhydrous Na2SO4 and concentrated under reduced pressure to remove the solvent. The resulting crude product was purified by silica gel column chromatography with the eluent being a solvent mixture of hexane and ethyl acetate to give purified 4-chloro-2-methylphenol. The structure of the product was confirmed by gas chromatography-mass spectrometry (GC-MS), melting point determination (M.P.) and 1H nuclear magnetic resonance (1H NMR) spectroscopic techniques.