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Sodium Hydroxide → 5-ethyl-6-nitro-2,3-dihydro-1H-indole

HRID 468404
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HRID 468404 반응식
[CH2:1]([C:3]1[CH:4]=[C:5]2[C:9](=[CH:10][CH:11]=1)[NH:8][CH2:7][CH2:6]2)[CH3:2].[N+:12]([O-])([O-:14])=[O:13].[K+].[OH-].[Na+]>OS(O)(=O)=O>[CH2:1]([C:3]1[CH:4]=[C:5]2[C:9](=[CH:10][C:11]=1[N+:12]([O-:14])=[O:13])[NH:8][CH2:7][CH2:6]2)[CH3:2]
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참가 물질

5

반응물 3

HCID 14798Sodium HydroxideHCID 24434Potassium NitrateHCID 167881195-ethyl-2,3-dihydro-1H-indole

생성물 1

HCID 574702055-ethyl-6-nitro-2,3-dihydro-1H-indole수율 58.1%

시약·촉매·용매 1

HCID 1118Sulfuric Acid용매

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온도
5 °C

실험 절차

To a solution of 5-ethylindoline (2.5 g, 17 mmol) in H2SO4 (98%, 20 mL) was slowly added KNO3 (1.7 g, 17 mmol) at 0° C. The mixture was stirred at 0-10° C. for 10 minutes. The mixture was then carefully poured into ice, basified with NaOH solution to pH 9, and extracted with ethyl acetate. The combined extracts were washed with brine, dried over Na2SO4 and concentrated to dryness. The residue was purified by silica column to give 5-ethyl-6-nitroindoline (1.9 g, 58%).

후처리

  1. customat 0° C
  2. additionThe mixture was then carefully poured into ice
  3. extractionextracted with ethyl acetate
  4. washThe combined extracts were washed with brine
  5. dry with materialdried over Na2SO4
  6. concentrationconcentrated to dryness
  7. customThe residue was purified by silica column

출처 및 근거

ORD 기록
ord-947e4326cc2344fb9ca585b4b9ae0a26
출처 데이터셋
uspto-grants-2014_01
DOI
10.6084/m9.figshare.5104873.v1
특허 번호
US08623905B2

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