Réaction #5648

Équation de réaction

tribromide

1,3,5-trisbromomethyl benzene

nitronium tetrafluoroborate

water

→

nitro

Rendement 86.4%

2,4,6-Tris(bromomethyl)nitrobenzene

Rendement 86.4%

Solvants

CH3CN

CH3CN

Conditions de réaction

Traitement

1. 1
   Extractionthe mixture extracted with CH2Cl2
2. 2
   LavageThe CH2Cl2 extracts were washed with 10% NaHCO3
3. 3
   Séchagedried (Na2SO4) and solvents
4. 4
   Autreremoved

Mode opératoire

To a solution of 5 g (0.014 mole) of the tribromide 8 in 100 ml of CH3CN was added, at room temperature and under argon atmosphere, in a dropwise fashion 3.72 g (0.028 mole) of nitronium tetrafluoroborate in 200 ml of CH3CN. The solution was then stirred for 20 minutes longer, poured into water and the mixture extracted with CH2Cl2. The CH2Cl2 extracts were washed with 10% NaHCO3, dried (Na2SO4) and solvents removed to afford 4.86 g (86%) of the desired nitro compound 27: NMR (CDCl3) 4.5 (s,6,--CH2Br), 7.55 (s,--C6H2).

Source