반응 #1880946

반응 방정식

4-(2-hydroxyethyloxy)-3-bromo-4′-cyanoazobenzene

copper cyanide

ammonia

→

4-(2-Hydroxyethyloxy)-3,4′-dicyanoazobenzene

용매

DMF

반응 조건

후처리

1. 1
   여과the precipitate is filtered off
2. 2
   workup.DISSOLUTIONThe precipitate is dissolved in hot dioxane
3. 3
   여과The solution is filtered off from the undissolved residue
4. 4
   기타the dioxane is evaporated off on a rotary evaporator
5. 5
   기타the product is purified by chromatography on silica gel in toluene/THF (½)
6. 6
   기타recrystallized once from ethanol

실험 절차

15 g (4-(2-hydroxyethyloxy)-3-bromo-4′-cyanoazobenzene are dissolved in 25 ml hot DMF. 4.3 g copper cyanide are then added and the reaction mixture is stirred at 140° C. for 5–6 hours. This solution is added to approx. 500 ml of a 13% aqueous ammonia solution and the precipitate is filtered off. The precipitate is dissolved in hot dioxane. The solution is filtered off from the undissolved residue, the dioxane is evaporated off on a rotary evaporator and the product is purified by chromatography on silica gel in toluene/THF (½) and recrystallized once from ethanol. The yield of 4-(2-hydroxyethyloxy)-3,4′-dicyanoazobenzene is 4.5 g. M.p.=138° C.; max=356 nm (DMF).

출처