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3,3-Dibromo-2-oxo-2,3-dihydro-1H-indole-5-carbonitrile → 2-Oxo-2,3-dihydro-1H-indole-5-carbonitrile

HRID 843995
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반응식

HRID 843995 반응식
Br[C:2]1(Br)[C:10]2[C:5](=[CH:6][CH:7]=[C:8]([C:11]#[N:12])[CH:9]=2)[NH:4][C:3]1=[O:13]>C(O)(=O)C.[Zn]>[O:13]=[C:3]1[CH2:2][C:10]2[C:5](=[CH:6][CH:7]=[C:8]([C:11]#[N:12])[CH:9]=2)[NH:4]1
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참가 물질

4

반응물 1

HCID 138640893,3-Dibromo-2-oxo-2,3-dihydro-1H-indole-5-carbonitrile

생성물 1

HCID 27733462-Oxo-2,3-dihydro-1H-indole-5-carbonitrile수율 36.1%

시약·촉매·용매 2

HCID 23994Zinc촉매HCID 176Acetic Acid용매

실험 절차

A solution of 3,3-Dibromo-2-oxo-2,3-dihydro-1H-indole-5-carbonitrile (10.5 grams, 33.3 mmole) and Zn dust (22.0 grams, 338.5 mmole) in acetic acid (250 ml) was stirred at room temperature for 45 minutes. The mixture was filtered through celite and concentrated to dryness. The resulting oil was diluted with 300 ml water and extracted with ethyl acetate. The combined extracts were washed with 1 N sodium hydroxide and brine, dried over MgSO4, filtered, and concentrated to give a white solid (1.9 g). MW 158.

후처리

  1. filtrationThe mixture was filtered through celite and
  2. concentrationconcentrated to dryness
  3. additionThe resulting oil was diluted with 300 ml water
  4. extractionextracted with ethyl acetate
  5. washThe combined extracts were washed with 1 N sodium hydroxide and brine
  6. dry with materialdried over MgSO4
  7. filtrationfiltered
  8. concentrationconcentrated

출처 및 근거

ORD 기록
ord-363855d9d1804ac4b5dcda75788b2561
출처 데이터셋
uspto-grants-2002_04
DOI
10.6084/m9.figshare.5104873.v1
특허 번호
US06380218B1

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