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

HRID 1942536
ノート
印刷プレビュー

反応式

HRID 1942536 の反応式
[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
参加物実験手順後処理出典と根拠反応ノート

参加物

6

反応物 4

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

生成物 1

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

試薬・触媒・溶媒 1

HCID 962Water溶媒

実験手順

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.

後処理

  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)

出典と根拠

ORDレコード
ord-10c700d350e14e6bbda95cd6a195b825
出典データセット
uspto-grants-2013_03
DOI
10.6084/m9.figshare.5104873.v1
特許番号
US08389511B2

反応ノート

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