Tetrabutylammonium Fluoride → 2-Ethynyl-1,3-dimethylbenzene

HRID 1514928ノート

反応式

HRID 1514928 の反応式
[CH3:1][C:2]1[CH:7]=[CH:6][CH:5]=[C:4]([CH3:8])[C:3]=1[C:9]#[C:10][Si](C)(C)C.[F-].C([N+](CCCC)(CCCC)CCCC)CCC>C1COCC1.CCCCCC>[CH3:1][C:2]1[CH:7]=[CH:6][CH:5]=[C:4]([CH3:8])[C:3]=1[C:9]#[CH:10]

参加物

5

反応物 2

HCID 2724141Tetrabutylammonium FluorideHCID 13007668(2,6-Dimethylphenylethynyl)-trimethylsilane

生成物 1

HCID 130076692-Ethynyl-1,3-dimethylbenzene

試薬・触媒・溶媒 2

HCID 8028Tetrahydrofuran溶媒2 回HCID 8058Hexane溶媒

実験手順

To an ice cold solution of (2,6-dimethylphenylethynyl)-trimethylsilane from the previous step in THF (20 mL) was added tetrabutylammonium fluoride in THF (17 mL of 1 M solution) dropwise. After stirring 18 h, the solution was diluted with hexane and extracted with water and brine. The organic layer was dried, filtered, and solvent removed under reduced pressure. The residual oil was redissolved in hexane and filtered through a silica gel plug, then chromatographed using hexane as eluent to give 2,6-dimethylphenylacetylene.

後処理

  1. extractionextracted with water and brine
  2. customThe organic layer was dried
  3. filtrationfiltered
  4. customsolvent removed under reduced pressure
  5. dissolutionThe residual oil was redissolved in hexane
  6. filtrationfiltered through a silica gel plug
  7. customchromatographed

出典と根拠

ORDレコード
ord-fd1b591e1cf845e7a9c82ec7b8025587
出典データセット
uspto-grants-2012_07
特許番号
US08222248B2

反応ノート

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