反应详情

温度

30 °C

A solution of diethyl pyrrole-3,4-dicarboxylate (39 g, 0.185 mol) in THF (1600 mL) was treated with NaH (60%, 7.6 g, 0.19 mol). The reaction mixture was heated to reflux for 1 hour. The reaction was then cooled to 30° C. and N-(3-bromopropyl)phthalimide (52 g, 0.19 mol) was added. The reaction mixture was heated to reflux for 1 hour, cooled, filtered, and concentrated in vacuo. The resultant gum was partitioned between ETOAC/H2O and extracted with EtOAC (2×300 mL). The organic layer was dried (MgSO4), filtered and concentrated in vacuo. The resultant solid was recrystallized from EtOAC to give the title compound 68 g (92%) (mp 100-101° C.). 1H NMR (DMSO) δ1.24 (t, 3H, CH), 2.06 (m, 2H, CH3), 3.57 (t, 2H, CH2), 4.14 (m, 4H, CH2), 7.49 (s, 2H, ArH), 7.86 (m, 4H, ArH).

1. temperatureThe reaction mixture was heated
2. temperatureto reflux for 1 hour
3. temperatureThe reaction mixture was heated
4. temperatureto reflux for 1 hour
5. temperaturecooled
6. filtrationfiltered
7. concentrationconcentrated in vacuo
8. customThe resultant gum was partitioned between ETOAC/H2O
9. extractionextracted with EtOAC (2×300 mL)
10. dry with materialThe organic layer was dried (MgSO4)
11. filtrationfiltered
12. concentrationconcentrated in vacuo
13. customThe resultant solid was recrystallized from EtOAC