Nitric Acid → (S)-4-[(S)-2-(4-nitro-phenyl)-butyl]-4,5-dihydro-oxazol-2-ylamine

Participants

Reaction Conditions

Reaction Steps

To stirred nitric acid (9.5 ml, 65% conc.) at room temperature was added (S)-4-((S)-2-phenyl-butyl)-4,5-dihydro-oxazol-2-ylamine (1.5 g, CAS 1043495-96-0) and the mixture was then heated at 60° C. for 3 hours. The mixture was then cooled in an ice-bath before being made basic by careful addition of 30% aq. sodium hydroxide solution. The resulting mixture was diluted with ethyl acetate/THF (1:1) and the phases were separated. The organic phase was washed with saturated brine, dried over sodium sulphate and concentrated in vacuo to give (S)-4-[(S)-2-(4-nitro-phenyl)-butyl]-4,5-dihydro-oxazol-2-ylamine (1.89 g, quant.) as a yellow solid. MS (ISP): 264.2 ([M+H]+).

Provenance & Evidence