Reacción #42727
ord-93f3d96d34ad4634b129237859851a50
Ecuación de reacción
4-hydroxyphenethyl alcohol
potassium carbonate
1,3 dibromopropane
→
title compound
Rendimiento 77.3%
2-[4-(3-Bromopropoxy)phenyl]ethanol
Rendimiento 77.3%
Reactivos
Ninguno
Disolventes
Condiciones de reacción
Temperatura
70°CELSIUS
Condiciones detalladas
See reaction.notes.procedure_details.
Tratamiento posterior
- 1Temperaturacooled to room temperature
- 2Filtraciónfiltered
- 3Concentraciónconcentrated under vacuum
- 4OtroThe resulting oil was purified by silica gel chromatography
- 5workup.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.