Reacción #64426

ord-de9358811e8a412f9a03ad3430e27453

Ecuación de reacción

CCCCCBr
1-bromopentane
Oc1cccc(Br)c1
3-Bromophenol
O=C([O-])[O-].[K+].[K+]
potassium carbonate
Oc1cccc(Br)c1
3-bromo-phenol
CCCCCOCCCCC
n-pentyl ether

Condiciones de reacción

Temperatura
60°CELSIUS
Condiciones detalladas
See reaction.notes.procedure_details.

Tratamiento posterior

  1. 1
    Temperaturacooled to room temperature
  2. 2
    Filtraciónfiltered
  3. 3
    workup.ADDITIONThe filtrate is diluted with ether
  4. 4
    Lavadowashed with water and brine
  5. 5
    SecadoAfter drying over magnesium sulfate
  6. 6
    Concentraciónconcentrating
  7. 7
    Otrothe crude oil obtained
  8. 8
    Otrois chromatographed over silica gel
  9. 9
    Lavadoeluted with 3:2 hexane

Procedimiento

To a solution of 5.0 gm of 3-Bromophenol in 60 mls of dimethylformamide is added 6.0 gm of potassium carbonate followed by 4.3 ml of 1-bromopentane. This mixture is heated to 60° C. for 6 hours and then cooled to room temperature and filtered. The filtrate is diluted with ether and washed with water and brine. After drying over magnesium sulfate and concentrating, the crude oil obtained is chromatographed over silica gel, and eluted with 3:2 hexane:ether to yield 3-bromo-phenol, n-pentyl ether as a clear oil.

Fuente

DOI: 10.6084/m9.figshare.5104873.v1Patente: US05412137uspto-grants-1995_05