Réaction #2383778

Équation de réaction

tetrahydrofuran

maleic anhydride

→

5-methylenebicyclo[2.2.1]hept-2-ene maleic anhydride

Rendement 183.7%

Solvants

n-hexane

Conditions de réaction

Traitement

1. 1
   Autreequipped with a thermometer, a condenser pipe, and a nitrogen inlet pipe
2. 2
   Températurethe mixture was heated
3. 3
   Températureunder reflux at 70 C
4. 4
   workup.ADDITIONwhile introducing nitrogen for 8 hr
5. 5
   Autrepolymerization
6. 6
   AutreAfter the completion of the polymerization
7. 7
   Autreto precipitate the resultant polymer, which
8. 8
   Autrewas then dried

Mode opératoire

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 70 C. 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:

Source