Trimethylsilylacetylene → ((4-Chloro-2-fluorophenyl)ethynyl)trimethylsilane

HRID 508825ノート

反応式

HRID 508825 の反応式
[Cl:1][C:2]1[CH:7]=[CH:6][C:5](I)=[C:4]([F:9])[CH:3]=1.[C:10]([Si:12]([CH3:15])([CH3:14])[CH3:13])#[CH:11]>CS(C)=O.[Cu](I)I.[Pd](Cl)Cl.C1(P(C2C=CC=CC=2)C2C=CC=CC=2)C=CC=CC=1.C1(P(C2C=CC=CC=2)C2C=CC=CC=2)C=CC=CC=1>[Cl:1][C:2]1[CH:7]=[CH:6][C:5]([C:11]#[C:10][Si:12]([CH3:15])([CH3:14])[CH3:13])=[C:4]([F:9])[CH:3]=1

参加物

6

反応物 2

HCID 66111TrimethylsilylacetyleneHCID 27365624-Chloro-2-fluoro-1-iodobenzene

生成物 1

HCID 90019293((4-Chloro-2-fluorophenyl)ethynyl)trimethylsilane収率 56.5%

試薬・触媒・溶媒 3

HCID 83717Copper iodide触媒HCID 6102075Dichlorobis(triphenylphosphine)palladium触媒HCID 679Dimethyl Sulfoxide溶媒

実験手順

To a solution of 4-chloro-2-fluoro-1-iodobenzene (2.0 g, 7.8 mmol) in DMSO (10 mL) was added ethynyl(trimethyl)silane (1.14 g, 11.0 mmol), copper iodide (0.029 g, 0.15 mmol), bis(triphenylphosphine) palladium(II) chloride (0.218 g, 0.3 mmol) and TEA (1 mL). The reaction mass was stirred at RT for 4-5 h. The reaction mass quenched in water, passed through celite bed and extracted with ethyl acetate and concentrated to afford 1.0 g of desired product.

後処理

  1. customThe reaction mass quenched in water
  2. extractionextracted with ethyl acetate
  3. concentrationconcentrated

出典と根拠

ORDレコード
ord-138134a5f9054324b8f30cc060a031ea
出典データセット
uspto-grants-2015_08
特許番号
US09096545B2

反応ノート

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