Sodium sulfate decahydrate → (3-(Phenylamino)phenyl)methanol

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To a solution (22 mL) of methyl 3-anilinobenzoate (2.13 g, 9.37 mmol) in tetrahydrofuran was added lithium aluminum hydride (0.36 g, 9.37 mmol) with stirring at 0° C., and the mixture was stirred at the same temperature for 2 hrs. Sodium sulfate 10 hydrate (9.1 g, 28.1 mmol) was gradually added to the reaction mixture and the mixture was stirred at room temperature for 5 hrs. The insoluble material was filtered off, and the filtrate was concentrated under reduced pressure. The residue was purified by silica gel column chromatography (hexane/ethyl acetate=10/1-4/1) to give the title compound (1.12 g, yield 60%) as a colorless oil.

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