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Potassium Iodide → 6-Bromo-1-(4-methoxybutyl)-3,3-dimethyl-1,3-dihydro-2H-indol-2-one

HRID 1942536
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HRID 1942536 반응식
[Br:1][C:2]1[CH:10]=[C:9]2[C:5]([C:6]([CH3:13])([CH3:12])[C:7](=[O:11])[NH:8]2)=[CH:4][CH:3]=1.CN([CH:17]=[O:18])C.[H-].[Na+].[I-].[K+]>O>[Br:1][C:2]1[CH:10]=[C:9]2[C:5]([C:6]([CH3:13])([CH3:12])[C:7](=[O:11])[N:8]2[CH2:10][CH2:2][CH2:3][CH2:4][O:18][CH3:17])=[CH:4][CH:3]=1
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참가 물질

6

반응물 4

HCID 4875Potassium IodideHCID 6228DimethylformamideHCID 24758Sodium hydrideHCID 106576496-bromo-3,3-dimethyl-2,3-dihydro-1H-indol-2-one

생성물 1

HCID 583762346-Bromo-1-(4-methoxybutyl)-3,3-dimethyl-1,3-dihydro-2H-indol-2-one

시약·촉매·용매 1

HCID 962Water용매

실험 절차

To 6-bromo-3,3-dimethyl-1,3-dihydro-2H-indol-2-one (1.5 g) were added DMF (24 mL) and NaH (326 mg) under ice-cooling, and the mixture was stirred at room temperature 15 minutes. Then, to the mixture were added 4-chloromethyl butyl ether (1.54 g) and potassium iodide (208 mg), and the mixture was stirred at 100° C. for 7 hours. After the reaction was complete, water was added to the reaction solution, and the mixture was extracted with ethyl acetate. This ethyl acetate solution was washed with water and an aqueous sodium chloride solution, dried over magnesium sulfate, filtered, and concentrated. The obtained residue was purified by silica gel column chromatography (hexane/ethyl acetate=4/1) to give the title compound (1.87 g) as a colorless liquid.

후처리

  1. temperaturecooling
  2. stirringthe mixture was stirred at 100° C. for 7 hours
  3. extractionthe mixture was extracted with ethyl acetate
  4. washThis ethyl acetate solution was washed with water
  5. dry with materialan aqueous sodium chloride solution, dried over magnesium sulfate
  6. filtrationfiltered
  7. concentrationconcentrated
  8. customThe obtained residue was purified by silica gel column chromatography (hexane/ethyl acetate=4/1)

출처 및 근거

ORD 기록
ord-10c700d350e14e6bbda95cd6a195b825
출처 데이터셋
uspto-grants-2013_03
DOI
10.6084/m9.figshare.5104873.v1
특허 번호
US08389511B2

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