Water → rac-4-(Benzyloxy)-2-methylbutane-1,2-diamine

Participants

Reaction Conditions

Reaction Steps

0.5 g (2.45 mmol) of rac-2-amino-4-(benzyloxy)-2-methylbutanonitrile from Example 32A in 25 ml of dry THF were admixed under argon at 0° C. with 1.59 ml (1.59 mmol) of lithium aluminium hydride (1 N solution in diethyl ether). The reaction solution was first stirred at 0° C. for 30 min and then stirred for 1 h, gradually coming to room temperature. Then 245 μl of water, 245 μl of 2 N aqueous sodium hydroxide solution and 490 μl of water were added cautiously. The precipitate was filtered off and washed with THF and methanol, the filtrate was concentrated and the residue was purified by means of silica gel chromatography (eluent:dichloromethane/2 N ammonia in methanol=20/1, isocratic). 0.30 g of the target compound (96% purity, 57% of theory) was obtained.

Provenance & Evidence