Reacción #1605828

ord-4b75e3c6798d4d5193b745c486679475

Ecuación de reacción

OCCc1ccc(O)cc1
4-(Hydroxyethyl)phenol
O=C([O-])[O-].[K+].[K+]
potassium carbonate
BrCCBr
1,2-dibromoethane
OCCc1ccc(OCCBr)cc1
2-[4-(2-bromoethoxy)phenyl]-1-ethanol
Rendimiento 15.3%

Condiciones de reacción

Temperatura
80°CELSIUS
Condiciones detalladas
See reaction.notes.procedure_details.

Tratamiento posterior

  1. 1
    Extracciónthe reaction solution was extracted with ethyl acetate
  2. 2
    LavadoThe organic layer was washed with a saturated aqueous solution of sodium chloride
  3. 3
    Secadodried over anhydrous magnesium sulfate
  4. 4
    Concentraciónconcentrated under reduced pressure
  5. 5
    OtroThe residue was purified by flash column chromatography

Procedimiento

4-(Hydroxyethyl)phenol (2.7 g, 20.0 mmol) was dissolved in N,N-dimethylformamide (50 mL) and thereto were added potassium carbonate (6.90 g, 50.0 mmol) and 1,2-dibromoethane (15.03 g, 80.0 mmol). After stirring at 80° C. for 6 hours, the reaction solution was extracted with ethyl acetate. The organic layer was washed with a saturated aqueous solution of sodium chloride, dried over anhydrous magnesium sulfate, and concentrated under reduced pressure. The residue was purified by flash column chromatography to obtain 2-[4-(2-bromoethoxy)phenyl]-1-ethanol (750.0 mg).

Fuente

DOI: 10.6084/m9.figshare.5104873.v1Patente: US09072734B2uspto-grants-2015_07