Reaction #1106654

Reaction equation

Maleic Anhydride

5-Butyl-2-norbornene

AIBN

→

MA BuNB

Yield 78.0%

Solvents

THF

Conditions

Workup

1. 1
   workup.ADDITIONcharged to an appropriately sized reaction vessel
2. 2
   OtherThe solution was sparged with nitrogen for 10 min
3. 3
   Otherto remove oxygen
4. 4
   Temperatureafter which the solution was cooled to room temperature
5. 5
   workup.ADDITIONThe reaction mixture was added to hexane (2 L)
6. 6
   Otherto give a white powder that
7. 7
   Filtrationwas filtered
8. 8
   Otherdried in a vacuum oven at 80° C. for 1 hr

Procedure

Maleic Anhydride (MA, 9.8 g, 100 mmol), 5-Butyl-2-norbornene (BuNB, 15.0 g, 100 mmol) and AIBN (1.64 g, 10.0 mmol) was dissolved in THF (37.2 g) and charged to an appropriately sized reaction vessel. The solution was sparged with nitrogen for 10 min to remove oxygen and then heated to 70 ° C. The mixture was allowed to stir at 70° C. for 16 hr, after which the solution was cooled to room temperature. The reaction mixture was added to hexane (2 L) to give a white powder that was filtered and dried in a vacuum oven at 80° C. for 1 hr. Approximately, 19.3 g (78%) of the MA/BuNB polymer was isolated (GPC Mw=3,200 Mn=1,900).

Source