Sulfuric Acid → 6-bromo-2,3-dihydro-1H-indol-2-one

HRID 428285

반응식

HRID 428285 반응식
[Br:1][C:2]1[CH:7]=[CH:6][C:5]([CH2:8][C:9](O)=[O:10])=[C:4]([N+:12]([O-])=O)[CH:3]=1.S(=O)(=O)(O)O>C(O)C.[Zn]>[Br:1][C:2]1[CH:3]=[C:4]2[C:5]([CH2:8][C:9](=[O:10])[NH:12]2)=[CH:6][CH:7]=1

참가 물질

5

반응물 2

HCID 1118Sulfuric AcidHCID 2715514-Bromo-2-nitrophenylacetic Acid

생성물 1

HCID 27732896-bromo-2,3-dihydro-1H-indol-2-one수율 90%

시약·촉매·용매 2

HCID 23994Zinc촉매HCID 702Ethanol용매

실험 절차

4-Bromo-2-nitrophenylacetic acid (0.26 g), 0.26 g zinc powder and 3 mL 50% sulfuric acid in 5 mL of ethanol were heated at 100° C. overnight. The reaction mixture was filtered, diluted with a little acetic acid, concentrated to remove ethanol, diluted with water and extracted twice with ethyl acetate. The combined extracts were washed with brine, dried over anhydrous sodium sulfate and concentrated to give 0.19 g (90% yield) of 6-bromo-2-oxindole as a yellow solid.

후처리

  1. filtrationThe reaction mixture was filtered
  2. additiondiluted with a little acetic acid
  3. concentrationconcentrated
  4. customto remove ethanol
  5. additiondiluted with water
  6. extractionextracted twice with ethyl acetate
  7. washThe combined extracts were washed with brine
  8. dry with materialdried over anhydrous sodium sulfate
  9. concentrationconcentrated

출처 및 근거

ORD 기록
ord-f052c33e86ad4e69b9d290b96f915da5
출처 데이터셋
uspto-grants-2001_11
특허 번호
US06313158B1

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