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

HRID 1014251노트

반응식

HRID 1014251 반응식
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

참가 물질

4

반응물 2

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

생성물 1

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

시약·촉매·용매 1

HCID 887Methanol용매

실험 절차

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).

후처리

  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

출처 및 근거

ORD 기록
ord-0a34d70c3c70491580eddf989da8ed4b
출처 데이터셋
uspto-grants-2011_07
특허 번호
US07981903B2

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