تفاعل #1962001

معادلة التفاعل

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

→

title compound

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

المذيبات

ethanol

ظروف التفاعل

المعالجة

1. 1
   أخرىThe mixture was evacuated
2. 2
   أخرىflushed with nitrogen three times
3. 3
   أخرىflushed with hydrogen (60 psi)
4. 4
   أخرىevacuated three times
5. 5
   workup.ADDITIONfilled with hydrogen (60 psi)
6. 6
   ترشيحthe reaction mixture was filtered through celite
7. 7
   تركيزThe filtrate was concentrated
8. 8
   أخرىthe residue was purified by column chromatography (hexane/EtOAc)

الإجراء التجريبي

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).

المصدر