反応 #11111

反応方程式

4-Iodo-9-methoxypyrrolo[3,4-c]carbazole-1,3(2H,6H)-dione

→

9-Hydroxy-4-iodopyrrolo[3,4-c]carbazole-1,3(2H,6H)-dione

収率 89.5%

溶媒

Water

反応条件

後処理

1. 1
   workup.ADDITIONwas added in one portion
2. 2
   その他to dry
3. 3
   その他freshly-prepared pyridine hydrochloride
4. 4
   その他melt at 200° C. under a CaCl2 drying
5. 5
   抽出the mixture was extracted with EtOAc
6. 6
   乾燥The EtOAc extracts were dried
7. 7
   その他the drying agent was removed
8. 8
   濃縮the solution was concentrated to dryness
9. 9
   その他to give a solid which
10. 10
    その他was chromatographed on silica
11. 11
    洗浄Elution with EtOAc

実験手順

Powdered 4-Iodo-9-methoxypyrrolo[3,4-c]carbazole-1,3(2H,6H)-dione (0.50 g, 1.27 mmol) prepared as in example 6 was added in one portion to dry, freshly-prepared pyridine hydrochloride melt at 200° C. under a CaCl2 drying tube and the mixture was stirred at this temperature for 15 min. Water was added and the mixture was extracted with EtOAc. The EtOAc extracts were dried, the drying agent was removed and the solution was concentrated to dryness to give a solid which was chromatographed on silica. Elution with EtOAc gave 9-Hydroxy-4-iodopyrrolo[3,4-c]carbazole-1,3(2H,6H)-dione (8) (0.43 g, 89%) as an orange powder; mp>350° C. 1H NMR δ [(CD3)2SO] 11.76 (br s, 1H), 11.24 (br s, 1H), 9.29 (br s, 1H), 8.27 (d, J=2.4 Hz, 1H), 8.13 (s, 1H), 7.44 (d, J=8.7 Hz, 1H), 7.08 (dd, J=8.7, 2.4 Hz, 1H). Found: C, 44.90; H, 1.79; N, 7.14. C14H71N2O3 requires C, 44.47; H, 1.87; N, 7.40.

出典