Aluminium lithium hydride → (2RS)-4-amino-2-(3,4-dichlorophenyl)-1-methoxybutan-2-ol

Participants

Reaction Steps

To a solution of (3RS)-3-(3,4-dichlorophenyl)-3-hydroxy-4-methoxybutanenitrile (5.56 g) in THF (100 mL) was added lithium aluminum hydride (812 mg) by small portions at room temperature. The mixture was stirred at room temperature for 10 min, and the reaction mixture was quenched with water. The precipitate was filtered off, and washed with THF. The filtrate was concentrated, 0.1 N aqueous potassium hydroxide solution was added, and the mixture was extracted with ethyl acetate. The organic layer was washed with brine, and dried over anhydrous sodium sulfate, and the solvent was evaporated. The residue was purified by silica gel column chromatography (NH, eluent; hexane:ethyl acetate (0%-100%)) to give the title compound (3.02 g).

Provenance & Evidence