Reaction #1880947

Reaction equation

triethylamine

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

methacrylic acid chloride

→

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

Solvents

dioxane

dioxane

Conditions

Workup

1. 1
   FiltrationThe precipitate is filtered off with suction
2. 2
   Otherdried
3. 3
   OtherPurification

Procedure

5.8 g (4-(2-hydroxyethyloxy)-3,4′-dicyanoazobenzene are dissolved in 15 ml dioxane at 65° C.; 2.4 g triethylamine are added. A solution of 3.1 g methacrylic acid chloride in 3 ml dioxane is added and the reaction mixture is stirred at 65° C. for 2 h and then introduced into 350 ml ice-water. The precipitate is filtered off with suction and dried. Purification is carried out by chromatography on silica gel in toluene/THF (½). The yield of 4-(2-methacryloyloxyethyloxy)-3,4′-dicyanoazobenzene is 5.9 g. M.p.=110° C.; max=352 nm (DMF).

Source