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Phenylacetylene → HCID 46224400、化合物

HRID 2369444
ノート
印刷プレビュー

反応式

HRID 2369444 の反応式
[F:1][C:2]([S:5][C:6]1[CH:11]=[CH:10][CH:9]=[CH:8][C:7]=1I)([F:4])[F:3].[C:13]1([C:19]#[CH:20])[CH:18]=[CH:17][CH:16]=[CH:15][CH:14]=1>C(N(CC)CC)C.[Cu](I)I>[F:1][C:2]([S:5][C:6]1[CH:11]=[CH:10][CH:9]=[CH:8][C:7]=1[C:20]#[C:19][C:13]1[CH:18]=[CH:17][CH:16]=[CH:15][CH:14]=1)([F:4])[F:3]
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 10821PhenylacetyleneHCID 69670677HCID 69670677、化合物

生成物 1

HCID 46224400HCID 46224400、化合物収率 96%

試薬・触媒・溶媒 2

HCID 83717Copper iodide触媒HCID 8471Triethylamine溶媒2 回

実験手順

A suspension of PdCl2PPH3 (0.027 g, 0.063 mmol) and copper iodide (0.0035 g, 0.018 mmol) in 3 ml of triethylamine was charged into a 50-ml eggplant flask equipped with a stirrer. To this suspension, a solution of (trifluoromethyl)(2-iodophenyl)sulfide (0.57 g, 1.9 mmol) prepared in Example 1 and phenylacetylene (0.23 g, 2.2 mmol) in 2 ml of triethylamine was added dropwise at room temperature, and the mixture was stirred overnight. After completion of the reaction, a solvent was removed, water was added to the obtained residue, and the mixture was extracted three times with ether. The obtained organic layers was collected and washed with water, dried over anhydrous sodium sulfate, and concentrated to obtain a crude product. The obtained crude product was purified by silica gel column chromatography (Benzen/Hexane=20/80) to give target (trifluoromethyl)-(2-(2-phenylethynyl)phenyl)sulfide (0.5 g, 96%).

後処理

  1. additionwas charged into a 50-ml eggplant flask
  2. customequipped with a stirrer
  3. customAfter completion of the reaction
  4. customa solvent was removed
  5. additionwater was added to the obtained residue
  6. extractionthe mixture was extracted three times with ether
  7. customThe obtained organic layers was collected
  8. washwashed with water
  9. dry with materialdried over anhydrous sodium sulfate
  10. concentrationconcentrated
  11. customto obtain a crude product
  12. customThe obtained crude product
  13. customwas purified by silica gel column chromatography (Benzen/Hexane=20/80)

出典と根拠

ORDレコード
ord-393d15d1ebf24769841938714b011bcd
出典データセット
uspto-grants-2014_04
DOI
10.6084/m9.figshare.5104873.v1
特許番号
US08703969B2

反応ノート

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このページの内容参加物実験手順後処理出典と根拠反応ノート