Diethyl Ether → 2-Methyl-3-(pyridin-4-yl)propan-1-amine

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Reaction Steps

Next, anhydrous diethyl ether (20 ml) was added to lithium aluminum hydride (0.45 g, 12 mmol) under a nitrogen atmosphere, and the mixture was stirred under ice-cooling. A solution of 2-methyl-3-(4-pyridyl)propionamide (0.68 g, 4.1 mmol) in anhydrous methylene chloride (20 ml) was added dropwise to the mixture over five minutes, and the whole was stirred at room temperature overnight. The reaction mixture was stirred under ice-cooling again, ethyl acetate (5 ml) was added slowly. Then a 1 N aqueous sodium hydroxide solution was added slowly thereto at first, and the aqueous sodium hydroxide solution was added in a total amount of 100 ml. The whole was extracted with chloroform (100 ml), and the organic layer was dried over sodium sulfate and concentrated under reduced pressure to give the target compound (0.56 g, 90%) as a pale yellow oily matter.

Provenance & Evidence