Reaction #1106655

Reaction equation

Maleic Anhydride

2-Norbornene

5-Butyl-2-norbornene

AIBN

→

MA NB BuNB

Yield 112.9%

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 diluted with 20 g of THF
6. 6
   workup.ADDITIONadded to hexane (1 L)
7. 7
   Otherto give a white powder that
8. 8
   Filtrationwas filtered
9. 9
   Otherdried in a vacuum oven at 80° C. for 16 hr

Procedure

Maleic Anhydride (MA, 7.4 g, 75.0 mmol), 2-Norbornene (NB, 3.5 g, 37.5 mmol), 5-Butyl-2-norbornene (BuNB, 5.6 g, 37.5 mmol) and AIBN (1.2 g, 7.5 mmol) was dissolved in THF (23.6 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 20.5 hr, after which the solution was cooled to room temperature. The reaction mixture was diluted with 20 g of THF and added to hexane (1 L) to give a white powder that was filtered and dried in a vacuum oven at 80° C. for 16 hr. Approximately, 14.5 g (88%) of the MA/NB/BuNB polymer was isolated (GPC Mw=3,500 Mn=1,700).

Source