Reaktion #1106658

Reaktionsgleichung

Maleic Anhydride

Phenyl Ethyl Norbornene

AIBN

NaOH

BuOH

→

MA PENB

Lösungsmittel

EtOAc

Reaktionsbedingungen

Aufarbeitung

1. 1
   workup.ADDITIONcharged to an appropriately sized reaction vessel
2. 2
   SonstigeThe solution was sparged with nitrogen for 10 min
3. 3
   Sonstigeto remove oxygen
4. 4
   EinengenThe reaction mixture was concentrated in vacuo
5. 5
   workup.DISSOLUTIONredissolved in THF (20 wt %)
6. 6
   workup.ADDITIONwere mixed at 70° C. for 1 hr
7. 7
   workup.STIRRINGto stir for 2 hr at 70° C.
8. 8
   Temperaturwas cooled to room temperature
9. 9
   workup.ADDITIONThe reaction mixture was treated with cone
10. 10
    WaschenHClacq for protonation, and then washed three times
11. 11
    Sonstigeto remove residual salts and acid
12. 12
    SonstigeThe organic phase was separated
13. 13
    Einengenconcentrated in vacuo
14. 14
    workup.DISSOLUTIONredissolved in THF
15. 15
    Sonstigeto form an approximately 20 wt % copolymer solution
16. 16
    Sonstigethe copolymer was precipitated
17. 17
    workup.ADDITIONby adding the THF solution to hexane (20 fold excess)
18. 18
    SonstigeThe copolymer was separated by filtration
19. 19
    Sonstigedried in a vacuum oven at 80° C. for 16 hr

Vorschrift

Maleic Anhydride (MA, 19.6 g, 200.0 mmol), Phenyl Ethyl Norbornene (PENB, 39.6 g, 200 mmol) and AIBN (3.3 g, 20.0 mmol) was dissolved in EtOAc (36.2 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 60° C. The mixture was allowed to stir at 60° C., for 20 hr. The reaction mixture was concentrated in vacuo and redissolved in THF (20 wt %). The resulting solution was added to the suspension of NaOH (8.80 g, 220 mmol), BuOH (74.12 g, 1 mol) and TI-IF (74.12 g) which were mixed at 70° C. for 1 hr. The mixture was allowed to stir for 2 hr at 70° C. and then was cooled to room temperature. The reaction mixture was treated with cone. HClacq for protonation, and then washed three times to remove residual salts and acid. The organic phase was separated and then concentrated in vacuo, redissolved in THF to form an approximately 20 wt % copolymer solution and then the copolymer was precipitated by adding the THF solution to hexane (20 fold excess). The copolymer was separated by filtration and dried in a vacuum oven at 80° C. for 16 hr. Approximately, 37.5 g (51%) of the ROMA copolymer of MA/PENB with BuOH was isolated (GPC Mw=9,900 Mn=5,400).

Quelle