Butylpyridinium chloride → n-Carboxymethyl-3,4,5,6-tetrahydroaniline

Participants

Reaction Steps

92 mg (0.5 mmol) of N-carboxymethyl-3-amino-1,7-octadiene and 4 mg of bis(tricyclohexylphosphine)benzylideneruthenium(IV) dichloride (1 mol %) were dissolved in a liquid mixture of 684 mg of N-butylpyridinium chloride (4 mmol) and 533 mg of aluminium trichloride (4 mmol) under an argon atmosphere in a baked-out Schlenk tube. The mixture was allowed to react for two hours at 50° C. After an aqueous work-up, the mixture was filtered through a very short silica gel column (0.5 cm), washed four times with 1 ml each time of acetonitrile and evaporated.

Provenance & Evidence