3,5-Bis(trifluoromethyl)phenylacetic acid → (2R)-2-[4-{[3,5-bis(trifluoromethyl)phenyl]acetyl}-2-(3,4-dichlorophenyl)morpholin-2-yl]ethanol

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To a solution of 3,5-bis(trifluoromethyl)phenylacetic acid (10.0 g, 36.8 mmol) in acetonitrile (100 ml), N,N′-carbonyldiimidazole (9.5 g, 58.8 mmol) was added at room temperature, then (2R)-2-[2-(3,4-dichlorophenyl)morpholin-2-yl]ethanol (17.3 g, 62.5 mol) was further added, and the resulting mixture was stirred at room temperature for 30 minutes. After completion of the reaction, the reaction mixture was evaporated to dryness. To the obtained residue, methylene chloride (100 ml), water (100 ml) and concentrated hydrochloric acid (15 ml) were added, and the resulting mixture was partitioned. The separated organic layer was washed with water twice (100 ml each) and evaporated to dryness. The residue obtained was purified by chromatography on a silica gel column to afford the title compound [13.3 g, yield: 68.1%] as an oil.

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