Reacción #42727

ord-93f3d96d34ad4634b129237859851a50

Ecuación de reacción

OCCc1ccc(O)cc1
4-hydroxyphenethyl alcohol
O=C([O-])[O-].[K+].[K+]
potassium carbonate
BrCCCBr
1,3 dibromopropane
OCCc1ccc(OCCCBr)cc1
title compound
Rendimiento 77.3%
OCCc1ccc(OCCCBr)cc1
2-[4-(3-Bromopropoxy)phenyl]ethanol
Rendimiento 77.3%

Disolventes

Condiciones de reacción

Temperatura
70°CELSIUS
Condiciones detalladas
See reaction.notes.procedure_details.

Tratamiento posterior

  1. 1
    Temperaturacooled to room temperature
  2. 2
    Filtraciónfiltered
  3. 3
    Concentraciónconcentrated under vacuum
  4. 4
    OtroThe resulting oil was purified by silica gel chromatography
  5. 5
    workup.ADDITIONa mixture of 4:1 hexanes and ethyl acetate

Procedimiento

To a solution of 4-hydroxyphenethyl alcohol (4.37 g, 31.0 mmol) and potassium carbonate (6.55 g, 47.0 mmol) in acetonitrile (62.0 mL) was added 1,3 dibromopropane (31.0 mL, 316 mmol). The reaction mixture was heated to 70° C. for 12 hours and then cooled to room temperature, filtered and concentrated under vacuum. The resulting oil was purified by silica gel chromatography using a mixture of 4:1 hexanes and ethyl acetate to give the title compound (6.21 g) as a white solid.

Fuente

DOI: 10.6084/m9.figshare.5104873.v1Patente: US07732441B2uspto-grants-2010_06