Reacción #1552019

ord-9e95a0e347ad4af396770b69ab968504

Ecuación de reacción

CCC(C)=O
methyl ethyl ketone
Oc1ccc(-c2ccccc2)cc1
4-hydroxybiphenyl
OCCCCCCBr
6-bromo-1-hexanol
O=C([O-])[O-].[K+].[K+]
potassium carbonate
OCCCCCCOc1ccc(-c2ccccc2)cc1
6-(4-phenylphenoxy)hexane-1-ol
Rendimiento 75.8%

Condiciones de reacción

Condiciones detalladas
See reaction.notes.procedure_details.

Tratamiento posterior

  1. 1
    TemperaturaThis solution was refluxed for 24 hours
  2. 2
    Lavadorinsed with water three times
  3. 3
    OtroThe organic phase was then separated
  4. 4
    Secadodried over magnesium sulfate
  5. 5
    workup.DISTILLATIONthe solvent was distilled off
  6. 6
    workup.DISSOLUTIONThe residue was dissolved in toluene
  7. 7
    Otropurified by recrystallization

Procedimiento

To 80 mL of methyl ethyl ketone, 9.05 g (50 mmol) of 4-hydroxybiphenyl, 10.20 g (60 mmol) of 6-bromo-1-hexanol, and 20.7 g (150 mmol) of potassium carbonate were added. This solution was refluxed for 24 hours and then cooled to room temperature. This solution was diluted with 200 mL of methylene chloride and rinsed with water three times. The organic phase was then separated and dried over magnesium sulfate, and the solvent was distilled off. The residue was dissolved in toluene and purified by recrystallization to provide 10.25 g of 6-(4-phenylphenoxy)hexane-1-ol.

Fuente

DOI: 10.6084/m9.figshare.5104873.v1Patente: US08998400B2uspto-grants-2015_04