Boron Trichloride → Methyl (4'-hydroxy-1,1'-biphenyl-4-yl)acetate

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Reaction Steps

After boron trichloride (1.0N methylene chloride solution 2.0 ml, 2.0 mmol) was added to a solution of methyl (4′-methoxy-1,1′-biphenyl-4-yl)acetate (210 mg, 0.82 mmol) obtained in Example (6-1) and tetra-n-butyl ammonium iodide (393 mg, 1.1 mmol) in methylene chloride (5 ml) at −78° C., the temperature of the mixture was raised to room temperature and then the mixture was stirred for 1 hour. After ice was added to the reaction mixture and the mixture was extracted with ethyl acetate, the organic layer was successively washed with water and a saturated aqueous NaCl solution and dried with anhydrous sodium sulfate. The residue obtained by removing the solvent under reduced pressure was purified by silica gel column chromatography (eluting solvent: n-hexane/ethyl acetate=1/1) to give methyl (4′-hydroxy-1,1′-biphenyl-4-yl)acetate (155 mg, yield: 78%).

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