Reacción #2314286

ord-0fbff6eecf894940af7bdd948d3e542c

Ecuación de reacción

Cl
HCl
CC(C)=CCCC1=CCC(CCc2ccc(O)cc2)CC1
phenol
CC(C)=CCCC1=CCC(CCc2ccc(O)cc2)CC1
4-[2-(4-(4-Methyl-3-pentenyl)-3-cyclohexenyl)ethyl]phenol
Cc1ccc(S(=O)(=O)[O-])cc1
tosylate
O=C([O-])[O-].[Cs+].[Cs+]
cesium carbonate
CCCCCC1=CCC(COc2ccc(CCC3CC=C(CCC=C(C)C)CC3)cc2)CC1
4-[2-(4-(4-Methyl-3-pentenyl)-3-cyclohexenyl)ethyl]-1-(4-pentyl-3-cyclohexenyl)methoxybenzene

Condiciones de reacción

Condiciones detalladas
See reaction.notes.procedure_details.

Tratamiento posterior

  1. 1
    OtroTo a round-bottom flask equipped with a stirbar
  2. 2
    Extracciónextracted with 1:1 hexanes
  3. 3
    LavadoThe combined organic layers are washed with brine
  4. 4
    Secadodried over potassium carbonate
  5. 5
    Concentraciónthe solution is concentrated in vacuo
  6. 6
    FiltraciónFiltration through silica gel using 10% ethyl acetate in hexanes
  7. 7
    Otrogives the pure product

Procedimiento

To a round-bottom flask equipped with a stirbar is added phenol 2G (R=4-Methyl-3-pentenyl) (5 g), tosylate 1H (R=n-pentyl) (5.95 g), cesium carbonate (7.45 g), and anhydrous dimethylforrnamide (50 mL). The reaction mixture is stirred overnight. It is then poured into 50 mL dilute HCl, and extracted with 1:1 hexanes:ethyl acetate. The combined organic layers are washed with brine and dried over potassium carbonate, and the solution is concentrated in vacuo. Filtration through silica gel using 10% ethyl acetate in hexanes gives the pure product.

Fuente

DOI: 10.6084/m9.figshare.5104873.v1Patente: US06413448B1uspto-grants-2002_07