Réaction #1884998

Équation de réaction

4-fluoro-cinnamic acid

5-norbornene-2-methanol

toluene

→

5-norbornene 2-methyl-(4-fluoro-cinnamate)

Rendement 68.0%

Solvants

ethyl acetate

Conditions de réaction

Traitement

1. 1
   Températureazeotropically refluxed for 24 hours
2. 2
   AutreAfter the reaction
3. 3
   Températurethe mixture cooled down to room temperature
4. 4
   ExtractionThe resulting product was extracted with 1M HCl
5. 5
   Lavagewashed again with water
6. 6
   SéchageThe organic layer was dried with Na2SO4
7. 7
   Autrethe solvent was evaporated out
8. 8
   Autreto give a highly viscous material

Mode opératoire

10 g (60 mmol) of 4-fluoro-cinnamic acid, 7.45 g (60 mmol) of 5-norbornene-2-methanol, and 0.3 g (0.02 eq.) of zirconium(IV) acetate hydroxide were added to 50 ml of toluene and stirred. The mixture was heated to 145° C. under N2 atmosphere and azeotropically refluxed for 24 hours. After the reaction, the mixture cooled down to room temperature and was added with 100 volume % of ethyl acetate. The resulting product was extracted with 1M HCl and washed again with water. The organic layer was dried with Na2SO4 and the solvent was evaporated out to give a highly viscous material. (Yield: 68%, Purity (GC): 92%)

Source