Butylamine → HCID 67745852, compound

Participants

Reaction Conditions

Reaction Steps

79.0 g of 5-norbornene-2-carboxaldehyde (NBCXA), (77.6 ml., 0.647 mole) were dissolved in 500 ml. of hexane. 47.3 g of n-butylamine (64 ml. 0.647 mole) was slowly added at 25° C. The solution was stirred for five minutes and cooled to -18° C. for several hours. The liquid hexane layer was decanted under nitrogen to remove the precipitated water which had frozen to ice and adhered to the sides of the reaction vessel. The clean hexane solution was removed under nitrogen to a separate reactor and dried with 50 gms of dried 4A molecular sieve. After thirty minutes, the hexane layer containing the n-butyl imine of NBCXA was separated from the molecular sieves and to it was added at -10° C. 80.3 gm. (0.647 mole) of diisobutylaluminum hydride as a 15% solution in hexane under nitrogen. The solution was stirred under nitrogen for one hour to yield the MFGM of 5-norbornene-2-methyl-(N-n-butyl) amine. The reactions are summarized below: ##STR39##

Provenance & Evidence