N-bromobutanimide → 1,5-Dibromo-2,4-difluorobenzene

HRID 34012

反応式

HRID 34012 の反応式
[Br:1][C:2]1[CH:7]=[CH:6][C:5]([F:8])=[CH:4][C:3]=1[F:9].[Br:10]N1C(=O)CCC1=O>S(=O)(=O)(O)O>[Br:1][C:2]1[CH:7]=[C:6]([Br:10])[C:5]([F:8])=[CH:4][C:3]=1[F:9]

参加物

4

反応物 2

HCID 67184N-bromobutanimideHCID 676741-Bromo-2,4-difluorobenzene

生成物 1

HCID 105645111,5-Dibromo-2,4-difluorobenzene収率 96.9%

試薬・触媒・溶媒 1

HCID 1118Sulfuric Acid溶媒

実験手順

Under ice cooling, a solution of 25.35 g of 1-bromo-2,4-difluorobenzene in 100 mL of concentrated sulfuric acid was added with 25.7 g of N-bromosuccinimide, and stirred for 30 minutes at this temperature and for 2 days at room temperature. After cooling on ice, the reaction solution was added with ice, and extracted with 300 mL of diethyl ether. The organic layer was successively washed with water, saturated aqueous sodium hydrogen carbonate and saturated brine, and then dried over anhydrous magnesium sulfate. The solvent was evaporated, and the resulting crude product was purified and separated by silica gel column chromatography (n-hexane), to afford 34.6 g of the title compound as a colorless oil.

後処理

  1. temperatureAfter cooling on ice
  2. additionthe reaction solution was added with ice
  3. extractionextracted with 300 mL of diethyl ether
  4. washThe organic layer was successively washed with water, saturated aqueous sodium hydrogen carbonate and saturated brine
  5. dry with materialdried over anhydrous magnesium sulfate
  6. customThe solvent was evaporated
  7. customthe resulting crude product was purified
  8. customseparated by silica gel column chromatography (n-hexane)

出典と根拠

ORDレコード
ord-212fd29e870144d78e5e3e6f181494d7
出典データセット
uspto-grants-2008_09
特許番号
US07429609B2

関連ノート

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