Tributylvinyltin → 2-Fluoro-4-vinylbenzonitrile

HRID 1246668Notizen

Reaktionsgleichung

Reaktionsgleichung von HRID 1246668
Br[C:2]1[CH:9]=[CH:8][C:5]([C:6]#[N:7])=[C:4]([F:10])[CH:3]=1.[CH:11]([Sn](CCCC)(CCCC)CCCC)=[CH2:12]>C1(C)C=CC=CC=1>[F:10][C:4]1[CH:3]=[C:2]([CH:11]=[CH2:12])[CH:9]=[CH:8][C:5]=1[C:6]#[N:7]

Komponenten

4

Edukt 2

HCID 81998TributylvinyltinHCID 7360294-Bromo-2-fluorobenzonitrile

Produkt 1

HCID 219046072-Fluoro-4-vinylbenzonitrile

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 1140TolueneLösungsmittel

Versuchsvorschrift

A solution of 4-bromo-2-fluorobenzonitrile (4.92 g, 0.0246 mol), vinyltributyltin (0.78 g, 0.246 mol), and tetrakistriphenylphosphine (0.67 g, 0.58 mmol) in 250 mL of toluene was refluxed under nitrogen overnight. The solvent was evaporated and the residue was flash chromatographed on silica gel with heptane:CH2Cl2 (1:1) to pure CH2Cl2. A colourless oil was obtained that crystallised. Yield: 3.0 g (82%).

Aufarbeitung

  1. customThe solvent was evaporated
  2. customchromatographed on silica gel with heptane:CH2Cl2 (1:1) to pure CH2Cl2
  3. customA colourless oil was obtained
  4. customthat crystallised

Quellen und Nachweise

ORD-Eintrag
ord-cd9f1aea16614f398b75f57b875aba62
Quelldatensatz
uspto-grants-2006_10
Patentnummer
US07129233B2

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