Sodium sulfate decahydrate → (4-{[(2-Phenylethyl)(4-phenyl-1,3-thiazol-2-yl)amino]methyl}phenyl)methanol

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Reaction Steps

Under ice-cooling, to a solution of methyl 4-[[(2-phenylethyl)(4-phenyl-1,3-thiazol-2-yl)amino]methyl]benzoate (535 mg, 1.25 mmol) in tetrahydrofuran (20 mL) was added 1.5M diisobutyl aluminum hydride toluene solution (2.4 mL, 3.64 mmol). The mixture was stirred at room temperature for 2 hr and sodium sulfate 10 hydrate (1.29 g, 4 mmol) was added. The mixture was stirred at room temperature for 1 hr. The resulting insoluble materials were filtered off and the filtrate was concentrated. The residue was purified by silica gel column chromatography (hexane/ethyl acetate=2:3) to give the title compound (409 mg, yield 81%) as a colorless oil.

Provenance & Evidence