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N-Iodosuccinimide → 6-Chloro-4'-fluoro-4-iodobiphenyl-3-ol

HRID 1619704
ノート
印刷プレビュー

反応式

HRID 1619704 の反応式
[Cl:1][C:2]1[C:7]([C:8]2[CH:13]=[CH:12][C:11]([F:14])=[CH:10][CH:9]=2)=[CH:6][C:5]([OH:15])=[CH:4][CH:3]=1.[I:16]N1C(=O)CCC1=O>C(O)(=O)C.ClCCl.S(=O)(=O)(O)O>[Cl:1][C:2]1[C:7]([C:8]2[CH:13]=[CH:12][C:11]([F:14])=[CH:10][CH:9]=2)=[CH:6][C:5]([OH:15])=[C:4]([I:16])[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 2

HCID 120273N-IodosuccinimideHCID 580423356-Chloro-4'-fluorobiphenyl-3-ol

生成物 1

HCID 580423526-Chloro-4'-fluoro-4-iodobiphenyl-3-ol収率 72.6%

試薬・触媒・溶媒 3

HCID 176Acetic Acid溶媒HCID 1118Sulfuric Acid溶媒HCID 6344Dichloromethane溶媒
2 回

実験手順

To a solution of 6-chloro-4′-fluorobiphenyl-3-ol (Preparation 104, 280 mg, 1.26 mmol) in acetic acid (2.5 mL), dichloromethane (2.5 mL) and concentrated sulfuric acid (25 μL) was added N-iodosuccinimide (272 mg, 1.21 mmol) at room temperature. The reaction mixture was stirred for 18 hours at room temperature. Dichloromethane (60 mL) was added and the organic layer was washed with brine (2×20 mL), dried over MgSO4, filtered and evaporated. The residue was purified by silica gel chromatography eluting 33% dichloromethane in heptane to afford the title compound (306 mg, 70%) as a colourless oil.

後処理

  1. washthe organic layer was washed with brine (2×20 mL)
  2. dry with materialdried over MgSO4
  3. filtrationfiltered
  4. customevaporated
  5. customThe residue was purified by silica gel chromatography
  6. washeluting 33% dichloromethane in heptane

出典と根拠

ORDレコード
ord-4f3c67bb21404cebbf74b251aa3201e6
出典データセット
uspto-grants-2014_07
DOI
10.6084/m9.figshare.5104873.v1
特許番号
US08772293B2

反応ノート

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