Reaktion #52136

ord-798ec26d93734613be60fae168b8210e

Reaktionsgleichung

C1CCOC1
tetrahydrofuran
O=C1C=CC(=O)O1
maleic anhydride
C=C1CC2C=CC1C2.O=C1C=CC(=O)O1
5-methylenebicyclo[2.2.1]hept-2-ene maleic anhydride
Ausbeute 183.7%

Lösungsmittel

Reaktionsbedingungen

Detaillierte Bedingungen
See reaction.notes.procedure_details.

Aufarbeitung

  1. 1
    Sonstigeequipped with a thermometer, a condenser pipe, and a nitrogen inlet pipe
  2. 2
    Temperaturthe mixture was heated
  3. 3
    workup.ADDITIONwhile introducing nitrogen for 8 hr
  4. 4
    Sonstigepolymerization
  5. 5
    SonstigeAfter the completion of the polymerization
  6. 6
    Sonstigeto precipitate the resultant polymer, which
  7. 7
    Sonstigewas then dried

Vorschrift

This synthesis example is directed to the synthesis of polymer (1b) (illustrated below as chemical formulas 14 or 15), a γ-hydroxy carboxylic acid structure. 21.2 g of 5-ethylenebicyclo[2.2.1]hept-2-ene, 19.6 g of maleic anhydride, 2.56 g of 2,2′-azobisisobutyronitrile, and 240 g of tetrahydrofuran were placed in a 500-ml, three-necked flask equipped with a thermometer, a condenser pipe, and a nitrogen inlet pipe, and the mixture was heated under reflux at 70C while introducing nitrogen for 8 hr to conduct polymerization. After the completion of the polymerization, the reaction mixture was poured into 1000 ml of n-hexane to precipitate the resultant polymer, which was then dried to give 37.5 g of a 5-methylenebicyclo[2.2.1]hept-2-ene/maleic anhydride copolymer (1a) (yield 92%). The polymer was analyzed by various methods and was found to mainly have a structure represented by the following formula:

Quelle

DOI: 10.6084/m9.figshare.5104873.v1Patent: US06855483B2uspto-grants-2005_02