Reaktion #93618

Reaktionsgleichung

1,3-bis(2,6-dichloro-α,α,α-trifluoro-p-tolyloxy)-benzene

sulfuric acid

nitric acid

→

1,3-bis(2,6-dichloro-α,α,α-trifluoro-p-tolyloxy)-4-nitrobenzene

Lösungsmittel

1,2-dichloroethane

Reaktionsbedingungen

Aufarbeitung

1. 1
   workup.ADDITIONis added
2. 2
   workup.WAITAfter thirty minutes at room temperature
3. 3
   Sonstigeto separate
4. 4
   Waschenthe organic phase washed twice with water
5. 5
   workup.ADDITIONBenzene (200 ml.) is added
6. 6
   Waschenthe solution washed twice with dilute sodium carbonate solution
7. 7
   Sonstigedried
8. 8
   Filtrationfiltered through activated silica gel (~25 g.)
9. 9
   Sonstigethe solvents removed
10. 10
    SonstigeThe residual crystals are triturated with pentane
11. 11
    Filtrationfiltered
12. 12
    Sonstigedried

Vorschrift

A cooled mixture of concentrated sulfuric acid (6.5 ml.) and nitric acid (4.4 ml.) is added with stirring to an ice cold solution of 1,3-bis(2,6-dichloro-α,α,α-trifluoro-p-tolyloxy)-benzene (11.1 g. 0.021 mol) in 1,2-dichloroethane (30 ml.). After thirty minutes at room temperature, the phases are allowed to separate and the organic phase washed twice with water. Benzene (200 ml.) is added and the solution washed twice with dilute sodium carbonate solution, dried, filtered through activated silica gel (~25 g.), and the solvents removed. The residual crystals are triturated with pentane, filtered, and dried to obtain 1,3-bis(2,6-dichloro-α,α,α-trifluoro-p-tolyloxy)-4-nitrobenzene (9.9 g., 82%) m.p. 137.5°-140.5° C., 90% pure.

Quelle