Iodoethane → 2'-Ethoxyl-1,1'-biphenyl-2-ol

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Reaction Steps

2′-Ethoxyl-1,1′-biphenyl-2-ol was prepared by modifying the procedure reported in J. Org. Chem. 1981, 46, 4988. In 50 mL of acetone was added 10 g of 2,2′-biphenol and 9.4 g of potassium carbonate. After stirring at room temperature for one hour, a solution of iodoethane (9.2 g in 10 mL of acetone) was added slowly dropwise. The mixture was filtered, washed with acetone, and solvent removed by rotary evaporation. The residue was flashed chromatographed to give 5.1 g of the2′-ethoxyl-1,1′-biphenyl-2-ol as a colorless oil. 1H NMR (C6D6): 7.20 (m, 3H), 7.10 (m, 1H), 7.05 (m, 1H), 6.85 (m, 2H), 6.55 (m, 1H), 3.38 (q, 2H), 0.81 (t, 3H).

Provenance & Evidence