反応 #1962001

反応方程式

ethyl 7-nitro-1H-indole-2-carboxylate

→

title compound

ethyl 7-amino-1H-indole-2-carboxylate

溶媒

ethanol

反応条件

後処理

1. 1
   その他The mixture was evacuated
2. 2
   その他flushed with nitrogen three times
3. 3
   その他flushed with hydrogen (60 psi)
4. 4
   その他evacuated three times
5. 5
   workup.ADDITIONfilled with hydrogen (60 psi)
6. 6
   ろ過the reaction mixture was filtered through celite
7. 7
   濃縮The filtrate was concentrated
8. 8
   その他the residue was purified by column chromatography (hexane/EtOAc)

実験手順

Platinum(IV) oxide (0.024 g, 0.107 mmol) was added to a suspension of ethyl 7-nitro-1H-indole-2-carboxylate (0.10 g, 0.30 mmol) in ethanol (20 mL) in a Fisher-Porter vessel. The mixture was evacuated and flushed with nitrogen three times, flushed with hydrogen (60 psi) and evacuated three times, then filled with hydrogen (60 psi). After 30 min, the reaction mixture was filtered through celite. The filtrate was concentrated and the residue was purified by column chromatography (hexane/EtOAc) to give the title compound (0.324 g, 74%) as a yellow solid. 1H NMR (400 MHz, CDCl3): δ ppm 9.60 (s, 1H), 7.22 (d, 1H), 7.19 (d, 1H), 6.94-7.03 (m, 1H), 6.66 (d, 1H), 4.43 (q, 2H), 1.44 (t, 3H). MS: m/z 205 (M+1).

出典