Nitric Acid → HCID 54421190, compound

Participants

Reaction Conditions

Reaction Steps

63.2 g (0.2 Mol) of N-trifluoroacetyl-4-acetylaminophenylalanine are suspended in 300 ml of glacial acetic acid and 100 ml of acetic anhydride. After the solution has been cooled to 10° C., 1.5 g (0.022 Mol) of sodium nitrite are added and then 33.14 ml (0.8 Mol) of fuming nitric acid are slowly added dropwise, during which time a solution is formed. After stirring for 2 hours at 0° C. the mixture is poured onto 1 kg of ice and extracted 3 times with 250 ml of ethyl acetate. After the organic phase has been dried the mixture is concentrated by evaporation, the resulting residue is mixed twice with a mixture of 150 ml of ethyl acetate and 150 ml of toluene and evaporated down again. The residue obtained this time is combined with 100 ml of ethyl acetate cooled to -10° C., suction filtered and washed again with ethyl acetate cooled to -10° C.

Provenance & Evidence