반응 #488481

반응 방정식

3-(2-dimethylamino-vinyl)-2,6-dinitro-benzoic acid ethyl ester

→

6-amino-1H-indole-7-carboxylic acid ethyl ester

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 chromatography on silica gel

실험 절차

A mixture of 3-(2-dimethylamino-vinyl)-2,6-dinitro-benzoic acid ethyl ester (30 g, 0.097 mol) and Raney Ni (10 g) in EtOH (1000 mL) was stirred under H2 (50 psi) for 2 h. The catalyst was filtered off, and the filtrate was concentrated to dryness. The residue was purified by column chromatography on silica gel to give 6-amino-1H-indole-7-carboxylic acid ethyl ester (B-19) as an off-white solid (3.2 g, 16%). 1H NMR (DMSO-d6) δ 10.38 (s, 1H), 7.44-7.41 (d, J=8.7 Hz, 1H), 6.98 (t, 1H), 6.65 (s, 2H), 6.50-6.46 (m, 1H), 6.27-6.26 (m, 1H), 4.43-4.36 (q, J=7.2 Hz, 2H), 1.35 (t, J=7.2 Hz, 3H).

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