Reacción #963810

ord-13fc18d5454a463e883265f119a8e1be

Ecuación de reacción

Oc1ccccc1I
2-iodophenol
Cc1ccc(S(=O)(=O)OCCC(C)(C)O)cc1
3-hydroxy-3-methylbutyl tosylate
O=C([O-])[O-].[Cs+].[Cs+]
Cs2CO3
CC(C)(O)CCOc1ccccc1I
4-(2-iodophenoxy)-2-methylbutan-2-ol

Disolventes

Condiciones de reacción

Temperatura
0°CELSIUS
Condiciones detalladas
See reaction.notes.procedure_details.

Tratamiento posterior

  1. 1
    Lavadowashed with 1N HCl, saturated NaHCO3 aq., H2O, and brine
  2. 2
    Secadodried over anhydrous Na2SO4
  3. 3
    OtroThe solvent was removed under reduced pressure
  4. 4
    OtroThe resulting residue was purified by silica gel column chromatography (Hexane/EtOAc=7/3)
  5. 5
    Otroto obtain compound aa28-1 (8.02 g) as pale yellow oil

Procedimiento

A mixture of 2-iodophenol (6 g), 3-hydroxy-3-methylbutyl tosylate (7.4 g) and Cs2CO3 (13.3 g) in DMF (120 mL) was stirred at 0° C. for 2 h and at room temperature for 10 h. The mixture was diluted with EtOAc and washed with 1N HCl, saturated NaHCO3 aq., H2O, and brine, and dried over anhydrous Na2SO4. The solvent was removed under reduced pressure. The resulting residue was purified by silica gel column chromatography (Hexane/EtOAc=7/3) to obtain compound aa28-1 (8.02 g) as pale yellow oil.

Fuente

DOI: 10.6084/m9.figshare.5104873.v1Patente: US08987242B2uspto-grants-2015_03