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Phenylacetylene → HCID 46224400, 화합물

HRID 2369444
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HRID 2369444 반응식
[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]
참가 물질실험 절차후처리출처 및 근거반응 노트

참가 물질

5

반응물 2

HCID 10821PhenylacetyleneHCID 69670677HCID 69670677, 화합물

생성물 1

HCID 46224400HCID 46224400, 화합물수율 96%

시약·촉매·용매 2

HCID 83717Copper iodide촉매HCID 8471Triethylamine용매2회

실험 절차

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%).

후처리

  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)

출처 및 근거

ORD 기록
ord-393d15d1ebf24769841938714b011bcd
출처 데이터셋
uspto-grants-2014_04
DOI
10.6084/m9.figshare.5104873.v1
특허 번호
US08703969B2

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