Reaktion #2727

Reaktionsgleichung

1,2-dicyano-3-nitrobenzene

sodium phenoxide

water

→

1,2-dicyano-3-phenoxybenzene

Ausbeute 60.0%

Lösungsmittel

dimethylformamide

Reaktionsbedingungen

Aufarbeitung

1. 1
   Extraktionextracted with diethyl ether (100 parts)
2. 2
   ExtraktionThe diethyl ether extract
3. 3
   Waschenwas washed with 5% aqueous potassium hydroxide solution (2×200 parts) and water (2×200 parts)
4. 4
   Sonstigethe diethyl ether was removed under reduced pressure
5. 5
   Sonstigeto leave a solid
6. 6
   SonstigeRecrystallisation of the solid from a 1:1 diethyl ether

Vorschrift

A solution of 1,2-dicyano-3-nitrobenzene (2.77 parts) and sodium phenoxide (2.79 parts) in dimethylformamide (50 parts) was stirred at 120° C. for 2 hours. The reaction mixture was poured into water and extracted with diethyl ether (100 parts). The diethyl ether extract was washed with 5% aqueous potassium hydroxide solution (2×200 parts) and water (2×200 parts) and the diethyl ether was removed under reduced pressure to leave a solid. Recrystallisation of the solid from a 1:1 diethyl ether:petroleum spirit (b.pt.60°-80° C.) gave 1,2-dicyano-3-phenoxybenzene (2.1 parts, 60%) as a pale green solid, m.pt.110°-112° C.

Quelle