Réaction #5435

ord-7844a06e09664a17934167953fba756b

Équation de réaction

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

Réactifs

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

Réactifs

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

Solvants

C1COCCO1
dioxane

Conditions de réaction

Conditions détaillées
See reaction.notes.procedure_details.

Traitement

  1. 1
    Températurerefluxed for 15 hours
  2. 2
    ConcentrationAfter concentration
  3. 3
    Autreby evaporation
  4. 4
    Autrein a vacuum and purification on silica gel

Mode opératoire

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.

Source

DOI: 10.6084/m9.figshare.5104873.v1Brevet: US05244886uspto-grants-1993_09