反应详情

To a suspension of bicyclo[2.2.2]oct-5-en-2,3-dicarboxylic anhydride (688 mg, 3.9 mmol) in H2O (10 mL) was added glycine (348 mg, 4.6 mmol), and a solution of K2CO3 (321 mg, 2.3 mmol) in H2O (2 mL). The mixture was heated to reflux temperature and allowed to react for 4 hrs. After cooling to room temperature, the mixture was acidified with conc. HCl until the pH reached 1 and extracted with ethyl acetate (EtOAc). The organic layer was washed with brine and dried over Na2SO4. Removal of the solvent gave a colorless solid which was recrystallized from EtOAc/hexane to yield the product as colorless crystals: 653 mg (72% yield), mp=142° C.

1. temperatureThe mixture was heated
2. temperatureto reflux temperature
3. customto react for 4 hrs
4. extractionextracted with ethyl acetate (EtOAc)
5. washThe organic layer was washed with brine
6. dry with materialdried over Na2SO4
7. customRemoval of the solvent
8. customgave a colorless solid which
9. customwas recrystallized from EtOAc/hexane