Methyl iodide → 1-Acetyl-6-bromo-3,3-dimethylindolin-2-one

HRID 1942534ノート

反応式

HRID 1942534 の反応式
[C:1]([N:4]1[C:12]2[C:7](=[CH:8][CH:9]=[C:10]([Br:13])[CH:11]=2)[CH:6]([CH3:14])[C:5]1=[O:15])(=[O:3])[CH3:2].[H-].[Na+].CI.[CH2:20]1COCC1>O>[C:1]([N:4]1[C:12]2[C:7](=[CH:8][CH:9]=[C:10]([Br:13])[CH:11]=2)[C:6]([CH3:20])([CH3:14])[C:5]1=[O:15])(=[O:3])[CH3:2]

参加物

6

反応物 4

HCID 6328Methyl iodideHCID 8028TetrahydrofuranHCID 24758Sodium hydrideHCID 108257591-acetyl-6-bromo-3-methyl-1,3-dihydro-2H-indol-2-one

生成物 1

HCID 108267191-Acetyl-6-bromo-3,3-dimethylindolin-2-one

試薬・触媒・溶媒 1

HCID 962Water溶媒

実験手順

To 1-acetyl-6-bromo-3-methyl-1,3-dihydro-2H-indol-2-one (9.5 g) were added NaH (1.57 g), methyl iodide (2.45 ml) and THF (70 ml) under ice-cooling, and the mixture was stirred at room temperature for 2 hours. After the reaction was complete, water was added to the reaction solution, and the mixture was extracted with ethyl acetate solution. 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 (5.2 g) as a colorless crystal.

後処理

  1. temperaturecooling
  2. extractionthe mixture was extracted with ethyl acetate solution
  3. washThis ethyl acetate solution was washed with water
  4. dry with materialan aqueous sodium chloride solution, dried over magnesium sulfate
  5. filtrationfiltered
  6. concentrationconcentrated
  7. 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-6aae1b14ef714dce8814ba9c97231da7
出典データセット
uspto-grants-2013_03
特許番号
US08389511B2

反応ノート

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