반응 #555597

반응 방정식

(E)-ethyl 3-(2-(dimethylamino)vinyl)-2,6-dinitrobenzoate

→

ethyl 6-amino-1H-indole-7-carboxylate

수율 16.2%

용매

EtOH

반응 조건

후처리

1. 1
   여과The catalyst was filtered off
2. 2
   농축the filtrate was concentrated to dryness
3. 3
   기타The residue was purified by column on silica gel

실험 절차

A mixture of (E)-ethyl 3-(2-(dimethylamino)vinyl)-2,6-dinitrobenzoate (30 g, 0.097 mol) and Raney Nickel (10 g) in EtOH (1000 mL) was hydrogenated at room temperature under 50 psi for 2 h, The catalyst was filtered off and the filtrate was concentrated to dryness. The residue was purified by column on silica gel to give ethyl 6-amino-1H-indole-7-carboxylate as an off-white solid (3.2 g, 16%). 1H NMR (DMSO-d6) δ 10.38 (s, 1H), 7.42 (d, i=8.7 Hz, 1H), 6.98 (t, J=3.0 Hz, 1H), 6.65 (s, 2H), 6.48 (d, J=8.7 Hz, 1H), 6.27-6.26 (m, 1H), 4.38 q, 7.2 Hz, 2H), 1.35 (t, J=7.2 Hz, 3H).

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