Tert-butyl 3-(trichloromethyl)oxaziridine-2-carboxylate → Tert-butyl 2-(3-benzylpentan-3-yl)hydrazinecarboxylate

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Reaction Steps

2.68 g of 3-benzylpentan-3-amine was dissolved in 20 mL of methylene chloride, mixed with 4.8 g (18 mmol) of separately prepared t-butyl 3-(trichloromethyl)-1,2-oxaziridine-2-carboxylate under cooling with ice and stirred at room temperature for 30 mitues, and the reaction solution was washed with 10% aquoeous citric acid, with saturated aqueous sodium hydrogen carbonate and with saturated aqueous sodium chloride successively and dried over anhydrous sodium sulfate, and methylene chloride was removed under reduced pressure. The resulting residue was purified by intermediate pressure silica gel column chromatography (silica gel 30 g, ethyl acetate:hexane=0:100 to 20:80) to give 1.62 g of the desired product as a light brown solid.

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