Reaktion #5648

Reaktionsgleichung

tribromide

1,3,5-trisbromomethyl benzene

nitronium tetrafluoroborate

water

→

nitro

Ausbeute 86.4%

2,4,6-Tris(bromomethyl)nitrobenzene

Ausbeute 86.4%

Lösungsmittel

CH3CN

CH3CN

Reaktionsbedingungen

Aufarbeitung

1. 1
   Extraktionthe mixture extracted with CH2Cl2
2. 2
   WaschenThe CH2Cl2 extracts were washed with 10% NaHCO3
3. 3
   Trocknendried (Na2SO4) and solvents
4. 4
   Sonstigeremoved

Vorschrift

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).

Quelle