Reaktion #5435

ord-7844a06e09664a17934167953fba756b

Reaktionsgleichung

Oc1ccc(Br)cc1
4-bromophenol
CCC[CH2][Sn]([CH2]CCC)([CH2]CCC)[c]1cccnc1
3-tributylstannylpyridine
→
Oc1ccc(-c2cccnc2)cc1
above compound
Ausbeute 60.0%
Oc1ccc(-c2cccnc2)cc1
4-(3-pyridyl)-phenol
Ausbeute 60.0%

Edukte

Oc1ccc(Br)cc1
4-bromophenol
CCC[CH2][Sn]([CH2]CCC)([CH2]CCC)[c]1cccnc1
3-tributylstannylpyridine

Reagenzien

[Cl][Pd]([Cl])([P](c1ccccc1)(c1ccccc1)c1ccccc1)[P](c1ccccc1)(c1ccccc1)c1ccccc1
bis-(triphenylphosphine)-palladium(II) chloride

Lösungsmittel

C1COCCO1
dioxane

Reaktionsbedingungen

Detaillierte Bedingungen
See reaction.notes.procedure_details.

Aufarbeitung

  1. 1
    Temperaturrefluxed for 15 hours
  2. 2
    EinengenAfter concentration
  3. 3
    Sonstigeby evaporation
  4. 4
    Sonstigein a vacuum and purification on silica gel

Vorschrift

26.8 g of 4-bromophenol was taken under protective gas in 1000 ml of dioxane, mixed with 90 g 3-tributylstannylpyridine [preparation according to litt.: Org. Magn. Resonance, 7 (1975), 610] and 11.1 g of bis-(triphenylphosphine)-palladium(II) chloride and refluxed for 15 hours. After concentration by evaporation in a vacuum and purification on silica gel, 15.92 g of the above compound is isolated.

Quelle

DOI: 10.6084/m9.figshare.5104873.v1Patent: US05244886uspto-grants-1993_09