Nitric Acid → 1-Nitro-2-[(1E)-2-nitroethenyl]-4,5-bis(phenylmethoxy)benzene

Participants

Reaction Conditions

Reaction Steps

3,4-Dibenzyloxy -β-nitrostyrene (12) (67.2 g; 0.186 mol) is dispersed in 1.5 L CH3CO2H. HNO3 (d 1.42) is added until the temperature reaches 40° C. The mixture is cooled to 20° C., and the remainder of the 375 mL HNO3 is added without further cooling. After stirring at 23° C. for three hours, the reaction mixture is poured onto 2 kg of ice, and filtered. The yellow powder is washed well with H2O. Recrystallization from CH3CO2H affords 70.3 g (93%) of (13) as yellow needles; mp 162°-164° C.

Provenance & Evidence