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1,3-Dibromo-5,5-dimethylhydantoin → 3'-Bromo-2,2,2-trifluoro-5'-(trifluoromethyl)acetophenone

HRID 1880245
ノート
印刷プレビュー

反応式

HRID 1880245 の反応式
[F:1][C:2]([F:16])([F:15])[C:3]([C:5]1[CH:10]=[C:9]([C:11]([F:14])([F:13])[F:12])[CH:8]=[CH:7][CH:6]=1)=[O:4].[Br:17]N1C(C)(C)C(=O)N(Br)C1=O>C(O)(=O)C.S(=O)(=O)(O)O>[Br:17][C:7]1[CH:6]=[C:5]([C:3](=[O:4])[C:2]([F:15])([F:16])[F:1])[CH:10]=[C:9]([C:11]([F:12])([F:13])[F:14])[CH:8]=1
参加物実験手順後処理出典と根拠反応ノート

参加物

5

反応物 2

HCID 64791,3-Dibromo-5,5-dimethylhydantoinHCID 1365592,2,2-Trifluoro-3'-(trifluoromethyl)acetophenone

生成物 1

HCID 716518093'-Bromo-2,2,2-trifluoro-5'-(trifluoromethyl)acetophenone

試薬・触媒・溶媒 2

HCID 176Acetic Acid溶媒HCID 1118Sulfuric Acid溶媒

実験手順

To a solution of 5.00 g of 2,2,2-trifluoro-5′-(trifluoromethyl)acetophenone in 1 mL of acetic acid and 6 mL of concentrated sulfuric acid, 3.54 g of 1,3-dibromo-5,5-dimethylhydantoin was added and the resultant mixture was stirred at 35° C. for 3.5 hours. After the completion of the reaction, the reaction mixture was charged into 60 mL of ice water and the resultant mixture was extracted with chloroform (30 mL×2). The organic phase was washed with a saturated sodium hydrogen carbonate aqueous solution (50 mL×1) and then dehydrated and dried over saturated saline and anhydrous magnesium sulfate in this order, and the solvent was distilled off under reduced pressure. The resultant residue was dissolved in 20 mL of hexane and an insoluble substance was filtered off, followed by distilling off the solvent under reduced pressure to obtain 6.50 g of the objective substance as a yellow oily substance. This substance was used in the next process as it was without being further purified.

後処理

  1. customAfter the completion of the reaction
  2. extractionthe resultant mixture was extracted with chloroform (30 mL×2)
  3. washThe organic phase was washed with a saturated sodium hydrogen carbonate aqueous solution (50 mL×1)
  4. dry with materialdried over saturated saline and anhydrous magnesium sulfate in this order
  5. distillationthe solvent was distilled off under reduced pressure
  6. dissolutionThe resultant residue was dissolved in 20 mL of hexane
  7. filtrationan insoluble substance was filtered off
  8. distillationby distilling off the solvent under reduced pressure
  9. customto obtain 6.50 g of the objective substance as a yellow oily substance

出典と根拠

ORDレコード
ord-7ae79283344f43728c40686a71797fc8
出典データセット
uspto-grants-2012_11
DOI
10.6084/m9.figshare.5104873.v1
特許番号
US08318757B2

反応ノート

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