Isobutyraldehyde → n-benzyl-2-methylpropan-1-amine

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Reaction Steps

To the imine from isobutyraldehyde and benzylamine (48.4 g; 0.3 mole) was added phosphorous acid (24.6 g; 0.3 mole) and the mixture slowly warmed while stirring. As the internal temperature reached 70°-75° a vigorous exothermic reaction ensued taking the temperature to 130°-135°. After maintaining at 130°-140° for 30 mins. the viscous product was cooled to 100° and diluted with water. Basification and extraction with chloroform gave crude amine after solvent evaporation. Distillation gave pure N-benzylisobutylamine, 13.6 g (28%) bp 94°-99°/5.6 mm. Nmr confirmed the assigned structure.

Provenance & Evidence