Reaction #1994249

Reaction equation

toluene

toluene

maleic anhydride

toluene

hexamethyldisilazane

toluene

3-aminopropyl triethoxysilane

→

N-(3-propyl triethoxysilyl)maleimide

Conditions

Workup

1. 1
   workup.ADDITIONare added
2. 2
   Filtrationbefore being filtered
3. 3
   Otherisolated by distillation

Procedure

N-(3-propyl triethoxysilyl)maleimide (PSM) is prepared by the addition of 100 mL of a 2.33 molar saturated anhydrous toluene solution of maleic anhydride (22.85 g of anhydride, 0.233 mol) to a one liter flask containing 100 mL of dry toluene and then, under nitrogen, slowly dripping in a solution of 3-aminopropyl triethoxysilane (51.6 g, 54.8 mL, 0.233 mol) dissolved in 100 mL of dry toluene over a 15 minute period. After stirring 2 hours, anhydrous zinc chloride (10 g, 73.3 mmol) and hexamethyldisilazane (HMDS) (47.0 g, 60.7 mL, 0.291 mol) dissolved in 100 mL of dry toluene are added. The solution is heated to 80° C. for 18 hrs with stifling before being filtered and isolated by distillation.

Source