p-Toluenesulfonic acid monohydrate → Allyl (3'-fluoro-4'-{[2-formyl-3-hydroxy-4-(trifluoromethyl)benzyl]oxy}-1,1'-biphenyl-4-yl)acetate

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Reaction Conditions

Reaction Steps

p-Toluenesulfonic acid monohydrate (223 mg, 1.18 mmol) was added to a solution of allyl (4′-{[2-(dimethoxymethyl)-3-(methoxymethoxy)-4-(trifluoromethyl)benzyl]oxy}-3′-fluoro-1,1′-biphenyl-4-yl)acetate (618 mg, 1.06 mmol) obtained in Example (12-3) in acetone (10 ml), and the mixture was stirred at 50° C. for 1 hour. The residue obtained by concentrating the reaction mixture was diluted with ethyl acetate. The obtained solution was successively washed with a saturated aqueous sodium hydrogencarbonate solution, 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=3/1) to give allyl (3′-fluoro-4′-{[2-formyl-3-hydroxy-4-(trifluoromethyl)benzyl]oxy}-1,1′-biphenyl-4-yl)acetate (476 mg, yield: 91%).

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