Potassium Carbonate → 5-(4-chlorophenyl)-3,4-dihydro-2H-pyran

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Reaction Conditions

Reaction Steps

A mixture of 5-bromo-3,4-dihydro-2H-pyran (1.0 g, 6.13 mmol), (4-chlorophenyl)boronic acid (1.05 g, 6.74 mmol), potassium carbonate (2.5 g, 18.4 mmol), Pd(dppf)C12 (449 mg, 0.613 mmol), and ethanol/water (2/2 mL) in toluene (10 mL) was stirred at 100° C. for 12 hours. The mixture was filtered, and the filtrate was evaporated and purified by silica gel chromatography to give the title compound (700 mg, 58.8%) as orange solid. 1H NMR (400 MHz, CD3OD) δ ppm 7.25 (d, 2 H), 7.20 (d, 2 H) 6.90 (s, 1 H), 4.03 (t, 2 H), 2.37 (t, 2 H), 2.02 (m, 2 H)

Provenance & Evidence