Hydrochloric Acid → 5-methoxy-6-nitro-2,3-dihydro-1H-indole

HRID 1014251ノート

反応式

HRID 1014251 の反応式
Cl.C([N:5]1[C:13]2[C:8](=[CH:9][C:10]([O:17][CH3:18])=[C:11]([N+:14]([O-:16])=[O:15])[CH:12]=2)[CH2:7][CH2:6]1)(=O)C>CO>[CH3:18][O:17][C:10]1[CH:9]=[C:8]2[C:13](=[CH:12][C:11]=1[N+:14]([O-:16])=[O:15])[NH:5][CH2:6][CH2:7]2

参加物

4

反応物 2

HCID 313Hydrochloric AcidHCID 594416551-(5-Methoxy-6-nitroindolin-1-yl)ethanone

生成物 1

HCID 594416565-methoxy-6-nitro-2,3-dihydro-1H-indole収率 95.2%

試薬・触媒・溶媒 1

HCID 887Methanol溶媒

実験手順

To the solution of conc. HCl (20 mL) in methanol (40 mL) was added 1-acetyl-5-(methyloxy)-6-nitro-2,3-dihydro-1H-indole (7.8 g, 33 mmol) and the resulting mixture was refluxed for 4 hours. After cooling, the solvent was removed in vacuo, the residue was neutralized with saturated aqueous sodium hydrogencarbonate solution, and a brown precipitate formed. The precipitate was filtered via Buchner funnel, washed with water, and dried under reduced pressure to give 5-(methyloxy)-6-nitro-2,3-dihydro-1H-indole as a brown solid (6.1 g, 94% yield). 1H-NMR (DMSO, 300 MHz) δ 7.11 (s, 1H), 6.87 (s, 1H), 5.59 (brs, 1H), 3.78 (s, 3H), 3.43 (t, 2H), 2.97 (t, 2H).

後処理

  1. temperaturethe resulting mixture was refluxed for 4 hours
  2. temperatureAfter cooling
  3. customthe solvent was removed in vacuo
  4. customa brown precipitate formed
  5. filtrationThe precipitate was filtered via Buchner funnel
  6. washwashed with water
  7. customdried under reduced pressure

出典と根拠

ORDレコード
ord-0a34d70c3c70491580eddf989da8ed4b
出典データセット
uspto-grants-2011_07
特許番号
US07981903B2

反応ノート

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