Reaktion #366606

Reaktionsgleichung

1,4-dibromo-p-xylene

CuCN

DMF

→

1,4-dicyano-p-xylene

Ausbeute 77.0%

Reaktionsbedingungen

Aufarbeitung

1. 1
   Temperaturis refluxed for about 19 hours
2. 2
   SonstigeThe yellow crystals formed
3. 3
   Sonstigeare isolated
4. 4
   workup.ADDITIONby pouring the slurry
5. 5
   Filtrationinto water and filtration
6. 6
   workup.ADDITIONThe grey crystalline solid is added to a solution
7. 7
   workup.ADDITIONcontaining 200 mL of water , 50 mL of conc. HCl, and 50 g of ferric chloride hexahydrate
8. 8
   workup.STIRRINGthe resulting slurry stirred
9. 9
   FiltrationThe off-white crystalline solid is collected by filtration
10. 10
    Sonstigerecrystallized from 1.8 L of ethanol

Vorschrift

A mixture of 1,4-dibromo-p-xylene (52.8 g, 0.2 mole), CuCN (53.4 g, 0.6 mole), and DMF (150 mL) is refluxed for about 19 hours. The yellow crystals formed are isolated by pouring the slurry into water and filtration. The crude product is stirred with a mixture of 500 mL of water and 100 mL of ethylenediamine until the yellow color has disappeared. The grey crystalline solid is added to a solution containing 200 mL of water , 50 mL of conc. HCl, and 50 g of ferric chloride hexahydrate and the resulting slurry stirred is warmed to about 50° C. for 30 minutes. The off-white crystalline solid is collected by filtration and recrystallized from 1.8 L of ethanol, yielding 24.0 g (77 percent yield) of 1,4-dicyano-p-xylene.

Quelle